p-(Trifluoromethoxy)benzaldehyde → HCID 69018698, compound

HRID 1799233Notes

Reaction equation

HRID 1799233 reaction equation
[CH:1]1([CH2:4][CH2:5][O:6][C:7]2[CH:19]=[CH:18][C:10]([C:11]([NH:13][CH2:14][C:15]([OH:17])=[O:16])=O)=[CH:9][CH:8]=2)[CH2:3][CH2:2]1.[F:20][C:21]([F:32])([F:31])[O:22][C:23]1[CH:30]=[CH:29][C:26]([CH:27]=O)=[CH:25][CH:24]=1>>[CH:1]1([CH2:4][CH2:5][O:6][C:7]2[CH:8]=[CH:9][C:10]([C:11]3[O:17][C:15](=[O:16])/[C:14](=[CH:27]/[C:26]4[CH:29]=[CH:30][C:23]([O:22][C:21]([F:20])([F:31])[F:32])=[CH:24][CH:25]=4)/[N:13]=3)=[CH:18][CH:19]=2)[CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 69573p-(Trifluoromethoxy)benzaldehydeHCID 66812105N-[4-(2-Cyclopropylethoxy)benzoyl]glycine

Product 1

HCID 69018698HCID 69018698, compound

Procedure

A reaction similar to that described in Example 1 (1c) was conducted using N-[4-(2-cyclopropylethoxy)benzoyl]glycine (150 mg) prepared in Example 1 (1b) and 4-(trifluoromethoxy)benzaldehyde (90 μL) to give (4Z)-2-[4-(2-cyclopropylethoxy)phenyl]-4-[4-(trifluoromethoxy)benzylidene]-1,3-oxazol-5(4H)-one (176 mg). A reaction similar to that described in Example 1 (1d) was conducted using 80 mg of this given compound to give 74 mg of 4-(2-cyclopropylethoxy)-N-{(Z)-1-{[(2-hydroxyethyl)amino]carbonyl}-2-[4-(trifluoromethoxy)phenyl]vinyl}benzamide (white powder).

Workup

  1. customA reaction similar to

Sources & evidence

ORD record
ord-07224f92e7a6454aaca4cd2024767ce5
Source dataset
uspto-grants-2013_01
Patent number
US08344029B2

Reaction notes

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