4-(Trifluoromethyl)benzaldehyde → HCID 67187674, compound

HRID 735940Notes

Reaction equation

HRID 735940 reaction equation
[CH2:1]([C:12]1[N:16]=[C:15]([CH2:17][CH2:18][C:19]2[CH:26]=[CH:25][C:22]([CH2:23][NH2:24])=[CH:21][CH:20]=2)[O:14][N:13]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11].[F:27][C:28]([F:38])([F:37])[C:29]1[CH:36]=[CH:35][C:32]([CH:33]=O)=[CH:31][CH:30]=1>>[F:27][C:28]([F:37])([F:38])[C:29]1[CH:36]=[CH:35][C:32]([CH2:33][NH:24][CH2:23][C:22]2[CH:25]=[CH:26][C:19]([CH2:18][CH2:17][C:15]3[O:14][N:13]=[C:12]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])[N:16]=3)=[CH:20][CH:21]=2)=[CH:31][CH:30]=1

Participants

3

Reactant 2

HCID 679964-(Trifluoromethyl)benzaldehydeHCID 67188414HCID 67188414, compound

Product 1

HCID 67187674HCID 67187674, compoundYield 68%

Procedure

The same procedure as employed in the preparation of Example 226 (step a) but using 4-[2-(3-undecyl-1,2,4-oxadiazol-5-yl)ethyl]benzylamine and 4-(trifluoromethyl)benzaldehyde gave the title compound as a pale yellow oil (68%). 1H NMR (CDCl3, 300 MHz) δ 7.60 (d, 2H, J=8.1 Hz), 7.53 (d, 2H, J=8.1 Hz), 7.33 (d, 2H, J=7.9 Hz), 7.19 (d, 2H, J=7.9 Hz), 3.86 (s, 2H), 3.79 (s, 2H), 3.13 (m, 4H), 2.70 (t, 2H, J=7.7 Hz), 1.72 (m, 2H), 1.29 (m, 16H), 0.88 (t, 3H, J=6.8 Hz). M−(LC/MS(ESI)): 516. HPLC (Condition A), Rt: 4.83 min (HPLC purity 93.5%).

Workup

  1. customThe same procedure as employed in the preparation of Example 226 (step a) but

Sources & evidence

ORD record
ord-903cda81dc9f413ab00a40c16aa9b866
Source dataset
uspto-grants-2009_09
Patent number
US07592477B2

Reaction notes

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