2-Pyridineethanamine → HCID 86673148, compound

HRID 570406Notes

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.N[CH2:32][CH2:33][C:34]1C=CC=CN=1>>[N:8]1[CH:9]=[CH:34][CH:33]=[CH:32][C:12]=1[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 759192-Pyridineethanamine

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 86673148HCID 86673148, 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 2-(2-aminoethyl)pyridine instead of 1-BOC-3-aminopyrrolidine. LCMS (ESI) 364 (M+H) 1H NMR (400 MHz, DMSO-d6) δ ppm 11.53 (1H, br. s.) 10.24 (1H, s) 8.41-8.47 (1H, m) 8.24 (1H, t, J=5.56 Hz) 8.02 (1H, d, J=5.37 Hz) 7.77 (1H, d, J=5.47 Hz) 7.61-7.70 (1H, m) 7.46 (1H, d, J=5.37 Hz) 7.31 (1H, dd, J=3.32, 2.44 Hz) 7.25 (1H, d, J=7.81 Hz) 7.13-7.20 (1H, m) 6.79 (1H, d, J=5.37 Hz) 6.44 (1H, dd, J=3.42, 1.85 Hz) 3.53-3.68 (2H, m) 2.98 (2H, t, J=7.37 Hz)

Sources & evidence

ORD record: ord-69c3ce08cabc4be3bebbc30888000a6c
Source dataset: uspto-grants-2015_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09023847B2

Reaction notes

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