2-Methoxybenzaldehyde → HCID 50924759, compound

HRID 570441Notes

Reaction equation

HRID 570441 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])=[CH:5][CH:4]=1.[CH3:31][O:32]C1C=CC=CC=1C=O>>[CH3:31][O:32][C:29]1[CH:30]=[CH:3][CH:4]=[CH:5][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 86582-MethoxybenzaldehydeHCID 509244513-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carboxylic acid [2-(4-methoxy-benzylamino)-ethyl]-amide

Product 1

HCID 50924759HCID 50924759, 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 2-methoxybenzaldehyde instead of 4-methoxy benzaldehyde. LCMS (ESI) 422 (M+H) 1H NMR (400 MHz, DMSO-d6) δ ppm 11.50 (1H, br. s.) 10.27 (1H, s) 8.04 (1H, t, J=5.56 Hz) 7.99 (1H, d, J=5.47 Hz) 7.75 (1H, d, J=5.47 Hz) 7.45 (1H, d, J=5.27 Hz) 7.23-7.32 (2H, m) 7.13-7.21 (1H, m) 6.91 (1H, d, J=8.00 Hz) 6.81-6.87 (1H, m) 6.79 (1H, d, J=5.47 Hz) 6.40 (1H, dd, J=3.51, 1.76 Hz) 3.72 (3H, s) 3.67 (2H, s) 3.34 (2H, q, J=6.31 Hz) 2.65 (2H, t, J=6.35 Hz)

Sources & evidence

ORD record
ord-174e9322ba99480d90c28365c5a589bb
Source dataset
uspto-grants-2015_05
Patent number
US09023847B2

Reaction notes

Loading…