The Indian ace went down to sixth seed Yen-Hsun Lu of Taipei at the ATP Chennai Open Tennis championship.
Third seed Rainer Schuettler of Germany was the first casualty at the ATP Chennai Open.
The other semi-final in the ITF Futures tournament will pit Pakistan's Aisam ul-Haq Qureshi and qualifier Sergei Krotiouk of Russia.
Prakash Amritraj and Harsh Mankad lost the reverse singles as The Netherlands won the Davis Cup play-off tie 5-0.
The Indian Davis Cupper was beaten by second seeded Frenchman Gregory Carraz in the ATP Challenger.
Yeu-Tuoo Wang of Chinese Taipei, at 204, is the highest ranked player in the fray for the ITF Futures tennis tournament in Mumbai.
Mahesh Bhupathi, Prakash Amritraj, Rohan Bopanna and Harsh Mankad are the other members of the team for the April 9 - 11 tie.
India meet Japan in the Davis Cup Asia-Oceania Group I first round tie in Delhi, from February 7 to 9.
The victory earned Bopanna a meeting with Russia's Dmitri Vlasov in the f inal of the ITF Futures tournament.
The fifth seeded Bulgarian scored an upset straight-set victory over third seed Satoshi Iwabuchi of Japan in the final.
Mankad is likely to be named India's number one player for the Davis Cup Asia-Oceania Group I first round tie against New Zealand.
He beat compatriot Harsh Mankad 6-3, 6-4 at the Tata Open Tennis Championship in Chennai.
Prakash Amritraj will face Harsh Mankad in the first round of the ATP Tour Tata Open at Chennai.
Mankad had a tough time beating Ajay Ramaswami while the Dutchman easily beat Vinod Sridhar in the semi-finals of the ITF Futures tournament.
The victory gave the Dutchman a place in the semi-finals of the ITF Futures tournament along with unseeded Vinod Sridhar, Ajay Ramaswami and second seed Harsh Mankad.
The Indian Davis Cupper was beaten by unseeded Jasper Smit of The Netherlands in the pre-quarter-finals of the ITF Futures tounament.
The Pakistani won his third singles title in a row defeating top seed Harsh Mankad in straight sets.
The up-and-coming junior was humbled by the Indian Davis Cupper after winning the first set in the ITF Futures tournament.
Top seed Mankad lost to Uzbekistan's Dmitry Mazur while 18-year old Liberhan shocked fifth seed Matwe Middelkoop of The Netherlands in the ITF Futures tournament.
The unseeded Indian Davis Cupper beat the sixth seed in straight sets in the ITF tournament.
With their exit the Indian singles challenge ended in the Belgaum Open ATP Challenger.
The second seeds were beaten by the Israeli pair of Jonathan Erlich and Andy Ram in the Pilot Pen tournament.
In the doubles, Sunil Kumar Sipaeya of India and Anton Kokurin of Uzbekistan lost to top seeds Alexey Kedriouk of Kazakhstan and Aisam Quereshi of Pakistan.
Harsh Mankad, the fifth seed defeated Seung Hoon Ho of Korea 6-1, 6-2.
They suffered first round defeats in the ATP Challenger.
The 16-year-old battled over three rounds to make the main draw in the ATP Challenger.
The 23-year-old Davis Cupper rallied to beat qualifier Fred Hemmes Jr.
The Indian ace beat Kamil Capkovic of Slovakia 6-2, 6-1 in the final of the ITF Futures men's singles event in Chennai.
The unseeded Indian pair of Harsh Mankad and Vishal Uppal won the doubles title.
Harsh Mankad packed off Sun Peng in straight sets to give India a 1-0 lead in the Davis Cup tie against China.
National hardcourt champion Vinod Sridhar, however, went down to second seed Dmitri Vlasov in the ITF Futures tournament.
India Davis Cupper Harsh Mankad beat Russia's Sergei Pozdnev to make it to the second round in the ITF men's Futures tournament.
The Indian ace won the first set but turned erratic thereafter and lost to Bulgaria's Todov Enev in the semi-finals of the ITF Futures tournament.
The top seeded Indo-Pak duo rallied from a first set deficit to beat Asian Games bronze medallists Vishal Uppal and Mustafa Ghouse in the final.
The Indian Davis Cupper beat 156-ranked Frenchman to make the second round in the ATP Challenger.
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