1-Boc-3-aminopyrrolidine → HCID 70795637, compound

HRID 570425Notes

Reaction equation

HRID 570425 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](N1CCC(N)C1)([O:33][C:34](C)([CH3:36])[CH3:35])=O>>[CH3:31][O:33][C:34]1[CH:35]=[C: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:11]=[CH:12][CH:36]=1

Participants

3

Reactant 2

HCID 27563701-Boc-3-aminopyrrolidineHCID 669579823-{[3-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carbonyl]-amino}-pyrrolidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 70795637HCID 70795637, 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-methoxaniline instead of 1-BOC-3-aminopyrrolidine. LCMS (ESI) 365 (M+H) 1H NMR (400 MHz, DMSO-d6) δ ppm 11.55 (1H, br. s.) 10.06 (1H, s) 9.83 (1H, s) 8.03 (1H, d, J=5.42 Hz) 7.90 (1H, d, J=5.42 Hz) 7.49 (1H, d, J=5.42 Hz) 7.32 (1H, dd, J=3.51, 2.44 Hz) 7.20-7.30 (3H, m) 6.81 (1H, d, J=5.42 Hz) 6.68 (1H, dt, J=7.42, 2.12 Hz) 6.47 (1H, dd, J=3.56, 1.90 Hz) 3.74 (3H, s)

Sources & evidence

ORD record
ord-753f8de97086402296fb35651418b9b3
Source dataset
uspto-grants-2015_05
Patent number
US09023847B2

Reaction notes

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