tert-Butyl {2-amino-2-[4-(trifluoromethyl)phenyl]ethyl}carbamate → HCID 50923290, compound

HRID 570485Notes

Reaction equation

HRID 570485 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.NC(C1C=[CH:46][C:45]([C:48]([F:51])([F:50])[F:49])=[CH:44][CH:43]=1)CNC(=O)OC(C)(C)C>>[NH2:8][CH2:9][CH: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])[C:11]1[CH:43]=[CH:44][C:45]([C:48]([F:51])([F:50])[F:49])=[CH:46][CH:12]=1

Participants

3

Reactant 2

HCID 16244634tert-Butyl {2-amino-2-[4-(trifluoromethyl)phenyl]ethyl}carbamateHCID 669579823-{[3-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carbonyl]-amino}-pyrrolidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 50923290HCID 50923290, 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 tert-butyl [2-amino-2-(4-trifluoromethylphenyl)ethyl]carbamate instead of 1-BOC-3-aminopyrrolidine. LCMS (ESI) 446 (M+H) 1H NMR (400 MHz, DMSO-d6) δ ppm 12.48 (1H, br. s.) 10.92 (1H, s) 9.40 (1H, d, J=8.00 Hz) 8.28 (3H, br. s.) 8.01 (1H, d, J=6.83 Hz) 7.95 (1H, d, J=5.27 Hz) 7.53-7.58 (2H, m) 7.47-7.52 (2H, m) 7.43 (1H, d, J=2.54 Hz) 7.31 (1H, d, J=5.27 Hz) 7.00 (1H, br. s.) 6.55 (1H, d, J=7.03 Hz) 5.39 (1H, td, J=8.79, 4.30 Hz) 3.19 (1H, t, J=10.93 Hz)

Sources & evidence

ORD record
ord-81a852f78778427e92e4bc09b696b68d
Source dataset
uspto-grants-2015_05
Patent number
US09023847B2

Reaction notes

Loading…