4-Amino-1-butanol → HCID 86673149, compound

HRID 570418Notes

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.NCCC[CH2:35][OH:36]>>[OH:36][CH2:35][CH2:12][CH2:11][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

Reactant 2

HCID 258684-Amino-1-butanol

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

Product 1

HCID 86673149HCID 86673149, 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 4-amino-1-butanol instead of 1-BOC-3-aminopyrrolidine. LCMS (ESI) 330 (M+H) 1H NMR (400 MHz, DMSO-d6) δ ppm 11.53 (1H, br. s.) 10.36 (1H, s) 8.10 (1H, t, J=5.66 Hz) 8.02 (1H, d, J=5.47 Hz) 7.77 (1H, d, J=5.27 Hz) 7.48 (1H, d, J=5.47 Hz) 7.31 (1H, dd, J=3.32, 2.54 Hz) 6.82 (1H, d, J=5.47 Hz) 6.43 (1H, dd, J=3.51, 1.76 Hz) 4.39 (1H, t, J=5.17 Hz) 3.36-3.43 (2H, m) 3.18-3.28 (2H, m) 1.53 (2H, dd, J=8.20, 6.83 Hz) 1.36-1.47 (2H, m)

Sources & evidence

ORD record: ord-b215b52ddcd74278a368dbbebc897068
Source dataset: uspto-grants-2015_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09023847B2

Reaction notes

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