Ethyl 3-aminopropanoate → HCID 66958095, compound

HRID 570420Notes

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.[CH2:31]([O:33][C:34](=[O:38])[CH2:35][CH2:36][NH2:37])[CH3:32]>>[CH2:31]([O:33][C:34](=[O:38])[CH2:35][CH2:36][NH:37][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])[CH3:32]

Participants

Reactant 2

HCID 419889Ethyl 3-aminopropanoate

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 66958095HCID 66958095, 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 3-amino-propionic acid ethyl ester instead of 1-BOC-3-aminopyrrolidine. LCMS (ESI) 359 (M+H) 1H NMR (400 MHz, DMSO-d6) δ ppm 11.54 (1H, br. s.) 10.27 (1H, s) 8.17 (1H, t, J=5.37 Hz) 8.02 (1H, d, J=5.47 Hz) 7.78 (1H, d, J=5.47 Hz) 7.47 (1H, d, J=5.47 Hz) 7.32 (1H, d, J=3.32 Hz) 6.81 (1H, d, J=5.47 Hz) 6.44 (1H, dd, J=3.42, 1.66 Hz) 4.03 (2H, q, J=7.03 Hz) 3.43-3.53 (2H, m) 2.55 (2H, t, J=7.03 Hz) 1.15 (3H, t, J=7.03 Hz)

Sources & evidence

ORD record: ord-79b4235a37b64c3d9e8d9100f362c7ee
Source dataset: uspto-grants-2015_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09023847B2

Reaction notes

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