3-Aminobenzylamine → 3-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carboxylic acid 3-amino-benzylamide
Reaction equation
C(OC(N1[CH2:12][CH2:11][CH:10]([NH:13][C:14]([C:16]2[S:17][CH:18]=[CH:19][C:20]=2[NH:21][C:22]2[CH:27]=[CH:26][N:25]=[C:24]3[NH:28][CH:29]=[CH:30][C:23]=23)=[O:15])C1)=O)(C)(C)C.[NH2:31][C:32]1[CH:33]=C(C=[CH:38][CH:39]=1)CN>>[NH2:31][C:32]1[CH:33]=[C:11]([CH:12]=[CH:38][CH:39]=1)[CH2:10][NH:13][C:14]([C:16]1[S:17][CH:18]=[CH:19][C:20]=1[NH:21][C:22]1[CH:27]=[CH:26][N:25]=[C:24]2[NH:28][CH:29]=[CH:30][C:23]=12)=[O:15]Participants
3
Procedure
This compound was prepared in an analogous manner as 3-{[3-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carbonyl]-amino}-pyrrolidine-1-carboxylic acid tert-butyl ester using 3-aminobenzylamine instead of 1-BOC-3-aminopyrrolidine. LCMS (ESI) 364 (M+H) 1H NMR (400 MHz, DMSO-d6) δ ppm 11.54 (1H, br. s.) 10.41 (1H, s) 8.58 (1H, t, J=5.93 Hz) 8.03 (1H, d, J=5.47 Hz) 7.80 (1H, d, J=5.42 Hz) 7.50 (1H, d, J=5.42 Hz) 7.31 (1H, dd, J=3.44, 2.32 Hz) 6.93 (1H, t, J=7.69 Hz) 6.85 (1H, d, J=5.47 Hz) 6.50 (1H, s) 6.35-6.46 (3H, m) 5.08 (2H, br. s.) 4.32 (2H, d, J=5.91 Hz)
Sources & evidence
- ORD record
- ord-95c84f6435254e77b154258dbd71faf0
- Source dataset
- uspto-grants-2015_05
- Patent number
- US09023847B2
Reaction notes
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