tert-butyl N-(2-amino-1-phenylethyl)carbamate → HCID 50924918, compound

HRID 570456Notes

Reaction equation

HRID 570456 reaction equation
C(OC(N1CCC(N[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.[NH2:31][CH2:32][CH:33]([NH:40]C(=O)OC(C)(C)C)[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1>>[NH2:40][CH:33]([C:34]1[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=1)[CH2:32][NH:31][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

3

Reactant 2

HCID 16740609tert-butyl N-(2-amino-1-phenylethyl)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 50924918HCID 50924918, 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-1-phenylethyl)carbamate instead of 1-BOC-3-aminopyrrolidine. LCMS (ESI) 378 (M+H) 1H NMR (400 MHz, DMSO-d6) δ ppm 12.44 (1H, br. s.) 10.72 (1H, s) 8.67 (2H, d, J=4.10 Hz) 8.59 (1H, t, J=5.64 Hz) 8.05 (1H, d, J=6.78 Hz) 7.89 (1H, d, J=5.27 Hz) 7.40-7.50 (3H, m) 7.30 (1H, d, J=5.27 Hz) 7.26 (2H, d, J=2.68 Hz) 6.90 (1H, br. s.) 6.65 (1H, d, J=6.83 Hz) 4.40-4.55 (1H, m) 3.70-3.80 (1H, m) 3.58-3.68 (1H, m)

Sources & evidence

ORD record
ord-6b0a7a0503dd4cffb7fde1015f8f266f
Source dataset
uspto-grants-2015_05
Patent number
US09023847B2

Reaction notes

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