3-Chloro-4-fluorobenzaldehyde → HCID 50924761, compound

HRID 570444Notes

Reaction equation

HRID 570444 reaction equation
COC1C=CC(C[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.[Cl:31][C:32]1[CH:33]=[C:34]([CH:37]=[CH:38][C:39]=1[F:40])[CH:35]=O>>[Cl:31][C:32]1[CH:33]=[C:34]([CH:37]=[CH:38][C:39]=1[F:40])[CH2:35][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 5938663-Chloro-4-fluorobenzaldehydeHCID 509244513-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carboxylic acid [2-(4-methoxy-benzylamino)-ethyl]-amide

Product 1

HCID 50924761HCID 50924761, 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 3-chloro-4-fluorobenzaldehyde instead of 4-methoxy benzaldehyde. LCMS (ESI) 444 (M+H) 1H NMR (400 MHz, DMSO-d6) δ ppm 11.52 (1H, br. s.) 10.27 (1H, s) 7.99-8.07 (2H, m) 7.77 (1H, d, J=5.47 Hz) 7.52 (1H, d, J=7.91 Hz) 7.46 (1H, d, J=5.42 Hz) 7.29 (3H, dd, J=1.24, 0.17 Hz) 6.80 (1H, d, J=5.47 Hz) 6.42 (1H, dd, J=3.47, 1.85 Hz) 3.66 (2H, s) 2.61 (2H, t, J=6.59 Hz)

Sources & evidence

ORD record
ord-1b4af03dd1734785b32a8d9529d245b1
Source dataset
uspto-grants-2015_05
Patent number
US09023847B2

Reaction notes

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