o-Fluorobenzaldehyde → HCID 50924616, compound

HRID 570439Notes

Reaction equation

HRID 570439 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.[F:31]C1C=CC=CC=1C=O>>[F:31][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 67970o-FluorobenzaldehydeHCID 509244513-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carboxylic acid [2-(4-methoxy-benzylamino)-ethyl]-amide

Product 1

HCID 50924616HCID 50924616, 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-fluorobenzaldehyde instead of 4-methoxy benzaldehyde. LCMS (ESI) 410 (M+H) 1H NMR (400 MHz, DMSO-d6) δ ppm 11.46-11.56 (1H, m) 10.26 (1H, s) 8.03 (1H, t, J=5.56 Hz) 7.99 (1H, d, J=5.47 Hz) 7.75 (1H, d, J=5.47 Hz) 7.44 (1H, d, J=5.47 Hz) 7.37-7.42 (1H, m) 7.26-7.30 (1H, m) 7.19-7.26 (1H, m) 7.05-7.12 (1H, m) 6.78 (1H, d, J=5.47 Hz) 6.40 (1H, dd, J=3.61, 1.66 Hz) 3.70 (2H, s) 3.32-3.37 (2H, m) 2.62 (2H, t, J=6.54 Hz)

Sources & evidence

ORD record
ord-389aa99fc0b44547af5ea2271fd5a6da
Source dataset
uspto-grants-2015_05
Patent number
US09023847B2

Reaction notes

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