Pyrrole-2-carboxaldehyde → HCID 50924613, compound

HRID 570436Notes

Reaction equation

HRID 570436 reaction equation
CO[C:3]1[CH:30]=[CH:29][C:6]([CH2:7][NH:8][CH2:9][CH2:10][NH:11][C:12]([C:14]2[S:15][CH:16]=[CH:17][C:18]=2[NH:19][C:20]2[CH:25]=[CH:24][N:23]=[C:22]3[NH:26][CH:27]=[CH:28][C:21]=23)=[O:13])=CC=1.[NH:31]1C=CC=C1C=O>>[NH:31]1[CH:3]=[CH:30][CH:29]=[C:6]1[CH2:7][NH:8][CH2:9][CH2:10][NH:11][C:12]([C:14]1[S:15][CH:16]=[CH:17][C:18]=1[NH:19][C:20]1[CH:25]=[CH:24][N:23]=[C:22]2[NH:26][CH:27]=[CH:28][C:21]=12)=[O:13]

Participants

3

Reactant 2

HCID 13854Pyrrole-2-carboxaldehydeHCID 509244513-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carboxylic acid [2-(4-methoxy-benzylamino)-ethyl]-amide

Product 1

HCID 50924613HCID 50924613, compound

Procedure

This compound was prepared in an analogous manner as 3-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carboxylic acid [2-(4-methoxy-benzylamino)-ethyl]amide using pyrrol-2-carboxaldehyde instead of 4-methoxy benzaldehyde. LCMS (ESI) 379 (M+H) 1H NMR (400 MHz, DMSO-d6) δ ppm 11.52 (1H, br. s.) 10.54 (1H, br. s.) 10.31 (1H, s) 8.00-8.07 (2H, m) 7.77 (1H, d, J=5.42 Hz) 7.47 (1H, d, J=5.47 Hz) 7.31 (1H, dd, J=3.22, 2.59 Hz) 6.81 (1H, d, J=5.42 Hz) 6.57-6.62 (1H, m) 6.43 (1H, dd, J=3.44, 1.88 Hz) 5.88 (1H, q, J=2.64 Hz) 5.82-5.86 (1H, m) 3.61 (2H, s) 2.63 (2H, t, J=6.47 Hz)

Sources & evidence

ORD record
ord-9781febb066b4607b6b3d3cb1c07d03e
Source dataset
uspto-grants-2015_05
Patent number
US09023847B2

Reaction notes

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