4-(Trifluoromethyl)benzaldehyde → HCID 67189408, compound

HRID 735879Notes

Reaction equation

HRID 735879 reaction equation
[NH2:1][C:2]1[CH:22]=[CH:21][C:5]([C:6]([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[O:7])=[CH:4][CH:3]=1.[F:23][C:24]([F:34])([F:33])[C:25]1[CH:32]=[CH:31][C:28]([CH:29]=O)=[CH:27][CH:26]=1>>[CH2:9]([NH:8][C:6](=[O:7])[C:5]1[CH:4]=[CH:3][C:2]([NH:1][CH2:29][C:28]2[CH:27]=[CH:26][C:25]([C:24]([F:23])([F:33])[F:34])=[CH:32][CH:31]=2)=[CH:22][CH:21]=1)[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20]

Participants

3

Reactant 2

HCID 679964-(Trifluoromethyl)benzaldehydeHCID 22767596HCID 22767596, compound

Product 1

HCID 67189408HCID 67189408, compoundYield 74%

Procedure

The same procedure as employed in the preparation of Example 228 (step a) using 4-amino-N-dodecylbenzamide (Example 150, step b) and 4-(trifluoromethyl)benzaldehyde gave the title compound as colorless oil (74%). 1H NMR(DMSO-d6, 300 MHz) δ 7.68 (d, 2H, J=8.3 Hz), 7.47-7.60 (m, 4H), 6.53 (d, 2H, J=8.6 Hz), 4.41 (s, 2H), 3.31 (s, 2H), 3.14 (t, 2H, J=6.8 Hz), 1.35-1.51 (m, 2H), 1.11-1.32 (m, 18H), 0.83 (t, 3H, J=6.7 Hz). HPLC (Condition A), Rt: 7.00 min (HPLC purity: 91.2%).

Workup

  1. customThe same procedure as employed in the preparation of Example 228 (step a)

Sources & evidence

ORD record
ord-41aed6539aba4f35975fe6589d1e4e1a
Source dataset
uspto-grants-2009_09
Patent number
US07592477B2

Reaction notes

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