Indole-5-carboxaldehyde → HCID 50924617, compound

HRID 570440Notes

Reaction equation

HRID 570440 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.[NH:31]1C2C(=CC(C=O)=CC=2)[CH:33]=[CH:32]1>>[NH:31]1[C:3]2[C:30](=[CH:29][C:6]([CH2:7][NH:8][CH2:9][CH2:10][NH:11][C:12]([C:14]3[S:15][CH:16]=[CH:17][C:18]=3[NH:19][C:20]3[CH:25]=[CH:24][N:23]=[C:22]4[NH:26][CH:27]=[CH:28][C:21]=34)=[O:13])=[CH:5][CH:4]=2)[CH:33]=[CH:32]1

Participants

3

Reactant 2

HCID 589040Indole-5-carboxaldehydeHCID 509244513-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carboxylic acid [2-(4-methoxy-benzylamino)-ethyl]-amide

Product 1

HCID 50924617HCID 50924617, 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 indole-5-carboxaldehyde instead of 4-methoxy benzaldehyde. LCMS (ESI) 431 (M+H) 1H NMR (400 MHz, DMSO-d6) δ ppm 11.49 (1H, br. s.) 10.93 (1H, br. s.) 10.27 (1H, s) 7.96-8.06 (1H, m) 7.75 (1H, d, J=5.47 Hz) 7.41-7.51 (1H, m) 7.22-7.31 (1H, m) 7.02 (1H, dd, J=8.30, 1.46 Hz) 6.78 (1H, d, J=5.47 Hz) 6.41 (1H, dd, J=3.51, 1.76 Hz) 6.30 (1H, dd, J=2.54, 1.56 Hz) 3.73 (2H, s) 3.33 (2H, d, J=5.86 Hz) 2.64 (2H, t, J=6.25 Hz)

Sources & evidence

ORD record
ord-0c777cd515c94e449a01a49a417da8f6
Source dataset
uspto-grants-2015_05
Patent number
US09023847B2

Reaction notes

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