4-Pyridinecarboxaldehyde → HCID 70795710, compound

HRID 570454Notes

Reaction equation

HRID 570454 reaction equation
COC1[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.[N:31]1C=CC(C=O)=CC=1>>[N:31]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

Participants

3

Reactant 2

HCID 133894-PyridinecarboxaldehydeHCID 509244513-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carboxylic acid [2-(4-methoxy-benzylamino)-ethyl]-amide

Product 1

HCID 70795710HCID 70795710, 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 4-pyridinecaboxaldehyde instead of 4-methoxy benzaldehyde. LCMS (ESI) 393 (M+H) 1H NMR (400 MHz, METHANOL-d4) δ ppm 8.35-8.42 (2H, m) 8.00 (1H, d, J=5.61 Hz) 7.65 (1H, d, J=5.42 Hz) 7.46 (1H, d, J=5.47 Hz) 7.36-7.41 (2H, m) 7.24 (1H, d, J=3.56 Hz) 6.86 (1H, d, J=5.66 Hz) 6.55 (1H, d, J=3.56 Hz) 3.82 (2H, s) 3.51 (2H, t, J=6.25 Hz) 2.79 (2H, t, J=6.17 Hz)

Sources & evidence

ORD record
ord-9bd3d801e9bd4ac1831a54b7db313019
Source dataset
uspto-grants-2015_05
Patent number
US09023847B2

Reaction notes

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