4-Fluorobenzaldehyde → HCID 12900477, compound

HRID 392840Notes

Reaction equation

Br[C:2]1[CH:11]=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([NH:6][CH3:7])=[O:5].[F:12][C:13]1[CH:20]=[CH:19][C:16]([CH:17]=[O:18])=[CH:15][CH:14]=1>>[OH:18][CH:17]([C:2]1[CH:11]=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([NH:6][CH3:7])=[O:5])[C:16]1[CH:19]=[CH:20][C:13]([F:12])=[CH:14][CH:15]=1

Participants

Reactant 2

HCID 680234-Fluorobenzaldehyde

HCID 2649452-bromo-N-methylbenzamide

Product 1

HCID 12900477HCID 12900477, compound

Procedure

Reaction of 2-bromo-N-methylbenzamide with 4-fluorobenzaldehyde as described in the preparation of Intermediate 2A gave the title material as a white solid: mp: 133-134° C. 1HNMR 400 MHz (CDCl3) δ (ppm): 2.81 (3H, d, J=5.1 Hz, NCH3), 5.89 (2H, broad s, CH and NH), 7.01 (2H, m, aromatics), 7.28-7.45 (6H, m, aromatics). Anal. Calcd for C15H14FNO2: C, 69.49; H, 5.44; N, 5.40. Found: C, 69.46; H, 5.44; N, 5.41.

Sources & evidence

ORD record: ord-6d156d6000214a139d7434feae4d0ab5
Source dataset: uspto-grants-2004_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06803378B2

Reaction notes

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