Hydrazine hydrate (1:1) → HCID 90016952, compound

HRID 1055002Notes

Reaction equation

HRID 1055002 reaction equation
O.[NH2:2][NH2:3].Cl[C:5]1[C:10]([CH2:11][CH3:12])=[CH:9][N:8]=[C:7]([CH3:13])[N:6]=1>>[CH2:11]([C:10]1[C:5]([NH:2][NH2:3])=[N:6][C:7]([CH3:13])=[N:8][CH:9]=1)[CH3:12]

Participants

3

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 236331264-Chloro-5-ethyl-2-methylpyrimidine

Product 1

HCID 90016952HCID 90016952, compoundYield 68.2%

Procedure

Hydrazine monohydrate (0.398 mL, 5.24 mmol) was added to 4-chloro-5-ethyl-2-methylpyrimidine (216 mg, 1.31 mmol). The reaction mixture was stirred in a sealed tube at room temperature overnight. Remaining hydrazine was evaporated. Purification by column chromatography (SiO2, methanol/ammonia/dichloromethane) to afforded the desired product (136 mg, 68.2%) as an amorphous off-white solid. MS: m/z=153.11 (M+H+)

Workup

  1. customRemaining hydrazine was evaporated
  2. customPurification by column chromatography (SiO2, methanol/ammonia/dichloromethane)

Sources & evidence

ORD record
ord-194464b69fe9403eb68e363ea7267393
Source dataset
uspto-grants-2016_07
Patent number
US09394311B2

Reaction notes

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