4-Pyridineethanamine → HCID 70795636, compound

HRID 570404Notes

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.NCCC1[CH:39]=[CH:38][N:37]=[CH:36][CH:35]=1>>[N:37]1[CH:38]=[CH:39][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])=[CH:35][CH:36]=1

Participants

Reactant 2

HCID 832754-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 70795636HCID 70795636, 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-(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.) 10.25 (1H, s) 8.40-8.46 (2H, m) 8.21 (1H, t, J=5.54 Hz) 8.02 (1H, d, J=5.32 Hz) 7.77 (1H, d, J=5.47 Hz) 7.47 (1H, d, J=5.42 Hz) 7.32 (1H, dd, J=3.49, 2.56 Hz) 7.21-7.27 (2H, m) 6.81 (1H, d, J=5.47 Hz) 6.43 (1H, dd, J=3.49, 1.88 Hz) 3.47-3.55 (2H, m) 2.85 (2H, t, J=7.15 Hz)

Sources & evidence

ORD record: ord-02d6cadf2f5f4a4eac5ed41cbe77dba6
Source dataset: uspto-grants-2015_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09023847B2

Reaction notes

Loading…