3-Chloro-4-methoxybenzaldehyde → HCID 50923587, compound

HRID 570487Notes

Reaction equation

HRID 570487 reaction equation
[CH3:1][O:2][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.[Cl:31]C1C=C(C=CC=1OC)C=O>>[Cl:31][C:30]1[CH:29]=[C:6]([CH:5]=[CH:4][C:3]=1[O:2][CH3:1])[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 786193-Chloro-4-methoxybenzaldehydeHCID 509244513-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carboxylic acid [2-(4-methoxy-benzylamino)-ethyl]-amide

Product 1

HCID 50923587HCID 50923587, 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-methoxybenzaldehyde instead of 4-methoxy benzaldehyde. LCMS (ESI) 456 (M+H) 1H NMR (400 MHz, DMSO-d6) δ ppm 11.52 (1H, br. s.) 10.28 (1H, s) 7.98-8.07 (2H, m) 7.77 (1H, d, J=5.42 Hz) 7.46 (1H, d, J=5.42 Hz) 7.36 (1H, d, J=2.15 Hz) 7.30 (1H, dd, J=3.51, 2.39 Hz) 7.20 (1H, dd, J=8.42, 2.12 Hz) 7.00 (1H, d, J=8.44 Hz) 6.80 (1H, d, J=5.52 Hz) 6.43 (1H, dd, J=3.54, 1.88 Hz) 3.80 (3H, s) 3.61 (2H, s) 2.60 (2H, t, J=6.59 Hz)

Sources & evidence

ORD record
ord-a432e11b412c433fbc416d57eb435ef6
Source dataset
uspto-grants-2015_05
Patent number
US09023847B2

Reaction notes

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