HCID 69027424, compound → 4-[4-(5-Chloro-thiophen-2-yl)-benzyl]-1-(1H-pyrrolo[3,2-c]pyridin-2-ylmethyl)-piperazin-2-one
Reaction equation
C(OC([N:8]1[C:16]2[CH:15]=[CH:14][N:13]=[CH:12][C:11]=2[CH:10]=[C:9]1[CH2:17][N:18]1[CH2:23][CH2:22][N:21]([CH2:24][C:25]2[CH:30]=[CH:29][C:28]([C:31]3[S:32][C:33]([Cl:36])=[CH:34][CH:35]=3)=[CH:27][CH:26]=2)[CH2:20][C:19]1=[O:37])=O)(C)(C)C>C(O)(C(F)(F)F)=O.C(Cl)Cl>[Cl:36][C:33]1[S:32][C:31]([C:28]2[CH:27]=[CH:26][C:25]([CH2:24][N:21]3[CH2:22][CH2:23][N:18]([CH2:17][C:9]4[NH:8][C:16]5[CH:15]=[CH:14][N:13]=[CH:12][C:11]=5[CH:10]=4)[C:19](=[O:37])[CH2:20]3)=[CH:30][CH:29]=2)=[CH:35][CH:34]=1Participants
3
Procedure
2-{4-[4-(5-Chloro-thiophen-2-yl)-benzyl]-2-oxo-piperazin-1-ylmethyl}-pyrrolo[3,2-c]pyridine-1-carboxylic acid tert-butyl ester (0.90 g, 0.17 mmol) is stirred in 30% TFA/CH2Cl2 (8 mL) for 1 h then concentrated to dryness and purified by RP-HPLC using 10-100% acetonitrile/0.1% TFA water as the eluent. The appropriate fractions are collected and lypholized to yield the title product as an amorphous white solid (0.44 mg, 0.08 mmol).