1,2-Ethanediamine, N1-phenyl- → HCID 50924295, compound

HRID 570421Notes

Reaction equation

C(O[C:6]([N:8]1CC[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.[C:31]1(NCCN)[CH:36]=[CH:35]C=[CH:33][CH:32]=1>>[C:6]1([NH:8][CH2:9][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])[CH:35]=[CH:36][CH:31]=[CH:32][CH:33]=1

Participants

Reactant 2

HCID 742701,2-Ethanediamine, N1-phenyl-

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 50924295HCID 50924295, 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 N-phenylethylenediamine instead of 1-BOC-3-aminopyrrolidine. LCMS (ESI) 378 (M+H) 1H NMR (400 MHz, METHANOL-d4) δ ppm 8.00 (1H, d, J=5.66 Hz) 7.62 (1H, d, J=5.42 Hz) 7.45 (1H, d, J=5.37 Hz) 7.25 (1H, d, J=3.56 Hz) 7.07 (2H, dd, J=8.66, 7.30 Hz) 6.86 (1H, d, J=5.66 Hz) 6.51-6.67 (4H, m) 3.55 (2H, t, J=6.47 Hz) 3.25-3.30 (2H, m)

Sources & evidence

ORD record: ord-2522b25eeb494185b08895590b2ee147
Source dataset: uspto-grants-2015_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09023847B2

Reaction notes

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