1-Amino-2-propanol → 3-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carboxylic acid (2-hydroxy-propyl)-amide
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.NCC([OH:35])C>>[OH:35][CH:11]([CH3:12])[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 1-amino-2-propanol instead of 1-BOC-3-aminopyrrolidine. LCMS (ESI) 317 (M+H) 1H NMR (400 MHz, DMSO-d6) δ ppm 11.49 (1H, s) 10.22 (1H, s) 7.99 (1H, d, J=5.47 Hz) 7.94-7.98 (1H, m) 7.75 (1H, d, J=5.47 Hz) 7.44 (1H, d, J=5.27 Hz) 7.28 (1H, dd, J=3.42, 2.44 Hz) 6.77 (1H, d, J=5.47 Hz) 6.40 (1H, dd, J=3.42, 1.85 Hz) 4.70 (1H, d, J=4.69 Hz) 3.69-3.79 (1H, m) 3.09-3.20 (2H, m) 1.01 (3H, d, J=6.05 Hz)
Sources & evidence
- ORD record
- ord-a4e20f4b3f404d58ace21e6495f99ef4
- Source dataset
- uspto-grants-2015_05
- Patent number
- US09023847B2
Reaction notes
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