3-{[3-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carbonyl]-amino}-pyrrolidine-1-carboxylic acid tert-butyl ester → HCID 178523248, compound

HRID 570402Notes

Reaction equation

HRID 570402 reaction equation
C(OC([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)(C)(C)C.[NH2:31][CH2:32]CC1N=CNC=1>>[NH:31]1[CH:32]=[C:12]([CH2:11][CH2:10][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])[N:8]=[CH:9]1

Participants

3

Reactant 2

HCID 669579823-{[3-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carbonyl]-amino}-pyrrolidine-1-carboxylic acid tert-butyl esterHCID 178419017HCID 178419017, compound

Product 1

HCID 178523248HCID 178523248, 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 histamine instead of 1-BOC-3-aminopyrrolidine. LCMS (ESI) 353 (M+H) 1H NMR (400 MHz, DMSO-d6) δ ppm 11.69-11.97 (1H, m) 11.52 (1H, br. s.) 10.35 (1H, s) 8.24 (1H, br. s.) 8.02 (1H, d, J=5.37 Hz) 7.77 (1H, d, J=5.47 Hz) 7.44-7.54 (2H, m) 7.31 (1H, dd, J=3.32, 2.83 Hz) 6.88 (1H, br. s.) 6.82 (1H, d, J=5.37 Hz) 6.44 (1H, dd, J=3.47, 1.71 Hz) 3.41-3.52 (2H, m) 2.71 (2H, t, J=6.98 Hz)

Sources & evidence

ORD record
ord-7b4ab94da2b6465a89bcbb871cf80880
Source dataset
uspto-grants-2015_05
Patent number
US09023847B2

Reaction notes

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