4-(Trifluoromethyl)benzaldehyde → HCID 67230771, compound

HRID 1511970Notes

Reaction equation

HRID 1511970 reaction equation
[CH3:1][O:2][C:3]([C:5]1[N:6]([NH2:11])[CH:7]=[C:8]([Cl:10])[CH:9]=1)=[O:4].[F:12][C:13]([F:23])([F:22])[C:14]1[CH:21]=[CH:20][C:17]([CH:18]=O)=[CH:16][CH:15]=1>CO>[CH3:1][O:2][C:3]([C:5]1[N:6]([N:11]=[CH:18][C:17]2[CH:16]=[CH:15][C:14]([C:13]([F:12])([F:22])[F:23])=[CH:21][CH:20]=2)[CH:7]=[C:8]([Cl:10])[CH:9]=1)=[O:4]

Participants

4

Reactant 2

HCID 679964-(Trifluoromethyl)benzaldehydeHCID 22180068HCID 22180068, compound

Product 1

HCID 67230771HCID 67230771, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Prepared according to the imine formation condition used in Example 18 step b) from 1-amino-4-chloro-1H-pyrrole-2-carboxylic acid methyl ester (prepared according to literature: Bioorg & Med. Chem. Lett. 2006, 16, 3937-3942) and 4-trifluoromethylbenzaldehyde in refluxing methanol for 12 h. 1H NMR (CDCl3, δ in ppm): 8.43 (s, 1H), 7.95 (d, 2H, J=8.4 Hz), 7.70 (d, 2H, J=7.9 Hz), 7.23 (d, 1H, J=1.6 Hz), 6.91 (d, 1H, J=2.2 Hz), 3.84 (s, 3H).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-2c0c1deac4e043089dad96a8336a64b4
Source dataset
uspto-grants-2012_07
Patent number
US08217043B2

Reaction notes

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