Hydrazine hydrate (1:1) → HCID 68631910, compound

HRID 1855386Notes

Reaction equation

HRID 1855386 reaction equation
[CH2:1]([C:8]1[CH:13]=[C:12]([CH3:14])[N:11]=[C:10]([NH:15][C:16]2[CH:25]=[CH:24][C:19]([C:20](OC)=[O:21])=[C:18]([F:26])[CH:17]=2)[N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.[NH2:28][NH2:29]>C(O)C>[CH2:1]([C:8]1[CH:13]=[C:12]([CH3:14])[N:11]=[C:10]([NH:15][C:16]2[CH:25]=[CH:24][C:19]([C:20]([NH:28][NH2:29])=[O:21])=[C:18]([F:26])[CH:17]=2)[N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 68631643HCID 68631643, compound

Product 1

HCID 68631910HCID 68631910, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of methyl 4-(4-benzyl-6-methyl-pyrimidin-2-ylamino)-2-fluoro-benzoate (420 mg, 1.20 mmol) and hydrazine monohydrate (1.4 mL, 28.8 mmol) in ethanol (9 mL) was stirred at 90° C. for 6 h. After cooling to 20° C., a white precipitate was formed which was isolated by filtration to afford the title compound (345 mg, 82%) as white solid. Mp 191-193° C.

Workup

  1. temperatureAfter cooling to 20° C.
  2. customa white precipitate was formed which
  3. customwas isolated by filtration

Sources & evidence

ORD record
ord-f12540eb41ac45d493f9c305bb5fa27b
Source dataset
uspto-grants-2015_02
Patent number
US08962834B2

Reaction notes

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