Hydrazine hydrate (1:1) → HCID 21714171, compound

HRID 576706Notes

Reaction equation

HRID 576706 reaction equation
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:8]=[CH:7][N:6]=[C:5]([C:9](OC)=[O:10])[N:4]=1.O.[NH2:16][NH2:17]>CCO>[F:1][C:2]([F:14])([F:13])[C:3]1[CH:8]=[CH:7][N:6]=[C:5]([C:9]([NH:16][NH2:17])=[O:10])[N:4]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 11579342HCID 11579342, compound

Product 1

HCID 21714171HCID 21714171, compoundYield 86.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of methyl 4-(trifluoromethyl)pyrimidine-2-carboxylate (500 mg, 2.4 mmol) in EtOH (12 mL) was added hydrazine monohydrate (0.24 mL, 4.9 mmol). After 1 h, the reaction was concentrated to afford the desired product as a white solid (426 mg, 85%). 1H NMR (400 MHz, CDCl3) δ 9.22 (d, J=5.0 Hz, 1H), 9.05 (s, 1H), 7.83 (d, J=5.0 Hz, 1H), 4.25 (br s, 2H).

Workup

  1. concentrationthe reaction was concentrated

Sources & evidence

ORD record
ord-cf99ac7d601b418393fbd55a9e4659b4
Source dataset
uspto-grants-2015_05
Patent number
US09040534B2

Reaction notes

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