Hydrazine → HCID 52939866, compound

HRID 551519Notes

Reaction equation

HRID 551519 reaction equation
F[C:2]1[CH:9]=[CH:8][C:7]([CH2:10][O:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]3[CH:23]=[C:22]([F:24])[C:21]([F:25])=[CH:20][C:19]=3[O:26][CH3:27])=[CH:14][CH:13]=2)=[CH:6][C:3]=1[C:4]#[N:5].[NH2:28][NH2:29]>C(O)CCC>[F:25][C:21]1[C:22]([F:24])=[CH:23][C:18]([C:15]2[CH:14]=[CH:13][C:12]([O:11][CH2:10][C:7]3[CH:6]=[C:3]4[C:2](=[CH:9][CH:8]=3)[NH:29][N:28]=[C:4]4[NH2:5])=[CH:17][CH:16]=2)=[C:19]([O:26][CH3:27])[CH:20]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 67151455HCID 67151455, compound

Product 1

HCID 52939866HCID 52939866, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
150 °C

Procedure

A mixture of 2-fluoro-5-(4′,5′-difluoro-2′-methoxy-biphenyl-4-yloxymethyl)-benzonitrile (150 mg, 0.41 mmol), aqueous hydrazine (excess) and n-butanol (3 mL) was heated to 150° C. for 30 min via microwave reactor. The mixture was then cooled to room temperature. The mixture was then purified by preparative HPLC under neutral conditions to give title compound. LC-MS (ES) calculated for C21H17F2N3O2, 381.39; found m/z 382 [M+H]+.

Workup

  1. temperatureThe mixture was then cooled to room temperature
  2. customThe mixture was then purified by preparative HPLC under neutral conditions

Sources & evidence

ORD record
ord-e22b40bcbf4440a19d960ebcb499ce43
Source dataset
uspto-grants-2011_05
Patent number
US07947728B1

Reaction notes

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