Pyrimidine-5-carboxaldehyde → N-[(E)-pyrimidin-5-ylmethylideneamino]-3-(trifluoromethoxy)aniline

HRID 1011986Notes

Reaction equation

HRID 1011986 reaction equation
[N:1]1[CH:6]=[C:5]([CH:7]=O)[CH:4]=[N:3][CH:2]=1.[F:9][C:10]([F:21])([F:20])[O:11][C:12]1[CH:13]=[C:14]([NH:18][NH2:19])[CH:15]=[CH:16][CH:17]=1>>[N:3]1[CH:4]=[C:5](/[CH:7]=[N:19]/[NH:18][C:14]2[CH:15]=[CH:16][CH:17]=[C:12]([O:11][C:10]([F:9])([F:21])[F:20])[CH:13]=2)[CH:6]=[N:1][CH:2]=1

Participants

3

Reactant 2

HCID 2761034Pyrimidine-5-carboxaldehydeHCID 5194226[3-(Trifluoromethoxy)phenyl]hydrazine

Product 1

HCID 87352512N-[(E)-pyrimidin-5-ylmethylideneamino]-3-(trifluoromethoxy)anilineYield 12%

Procedure

In analogy to the procedure described in Example 167A], pyrimidine-5-carbaldehyde and (3-trifluoromethoxy-phenyl)-hydrazine gave the title compound as an orange solid (12%). MS: 281.5 (M−H−).

Sources & evidence

ORD record
ord-b57ab6bc8ebd4a918a636321e067471f
Source dataset
uspto-grants-2011_07
Patent number
US07977358B2

Reaction notes

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