2-(1-Cyclohexenyl)ethylamine → HCID 50923997, compound

HRID 570400Notes

Reaction equation

HRID 570400 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.[C:31]1(CCN)[CH2:36][CH2:35]C[CH2:33][CH:32]=1>>[C:12]1([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])[CH2:35][CH2:36][CH2:31][CH2:32][CH:33]=1

Participants

3

Reactant 2

HCID 769382-(1-Cyclohexenyl)ethylamineHCID 669579823-{[3-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carbonyl]-amino}-pyrrolidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 50923997HCID 50923997, 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-(1-cyclohexenyl)ethylamine instead of 1-BOC-3-aminopyrrolidine. LCMS (ESI) 367 (M+H) 1H NMR (400 MHz, DMSO-d6) δ ppm 11.51 (1H, br. s.) 10.20 (1H, s) 7.94-8.06 (2H, m) 7.76 (1H, d, J=5.37 Hz) 7.44 (1H, d, J=5.37 Hz) 7.30 (1H, dd, J=3.37, 2.49 Hz) 6.77 (1H, d, J=5.37 Hz) 6.43 (1H, dd, J=3.47, 1.90 Hz) 5.37 (1H, br. s.) 3.25-3.37 (2H, m) 2.11 (2H, t, J=7.96 Hz) 1.91 (2H, t, J=5.81 Hz) 1.84 (2H, br. s.) 1.49-1.60 (2H, m) 1.36-1.47 (2H, m)

Sources & evidence

ORD record
ord-aeef1d0d57a04edeb0e5778c034bbb5c
Source dataset
uspto-grants-2015_05
Patent number
US09023847B2

Reaction notes

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