1-BOC-3-Aminopiperidine → HCID 66957793, compound

HRID 570467Notes

Reaction equation

HRID 570467 reaction equation
[C:1]([O:5][C:6]([N:8]1[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])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:31](N1CCCC(N)C1)(OC(C)(C)C)=O>>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH2:31][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])[CH2:9]1)=[O:7])([CH3:2])([CH3:4])[CH3:3]

Participants

3

Reactant 2

HCID 5458091-BOC-3-AminopiperidineHCID 669579823-{[3-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carbonyl]-amino}-pyrrolidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 66957793HCID 66957793, compound

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-BOC-3-aminopiperidine instead of 1-BOC-3-aminopyrrolidine. LCMS (ESI) 442 (M+H) 1H NMR (400 MHz, DMSO-d6) δ ppm 11.52 (1H, br. s.) 10.27 (1H, br. s.) 8.02 (1H, d, J=5.47 Hz) 7.87 (1H, d, J=8.20 Hz) 7.80 (1H, d, J=5.37 Hz) 7.47 (1H, d, J=5.47 Hz) 7.31 (1H, dd, J=3.32, 2.54 Hz) 6.80 (1H, d, J=5.47 Hz) 6.44 (1H, dd, J=3.42, 1.76 Hz) 3.79 (3H, dd, J=6.78, 3.17 Hz) 2.76 (1H, t, J=12.45 Hz) 1.83 (1H, dd, J=12.93, 3.27 Hz) 1.65 (1H, dd, J=8.69, 3.22 Hz) 1.52 (1H, dd, J=11.76, 3.95 Hz) 1.37 (9H, s)

Sources & evidence

ORD record
ord-959e6dc67c704fa097f808f83dc1352e
Source dataset
uspto-grants-2015_05
Patent number
US09023847B2

Reaction notes

Loading…