Hydrazine hydrate (1:1) → HCID 66935927, compound

HRID 1366472Notes

Reaction equation

HRID 1366472 reaction equation
Cl[C:2]1[C:7]([F:8])=[C:6]([N:9]2[CH2:14][CH2:13][N:12]([CH3:15])[CH2:11][C@@H:10]2[CH3:16])[N:5]=[C:4]([CH3:17])[N:3]=1.O.[NH2:19][NH2:20]>CS(C)=O>[CH3:16][C@H:10]1[CH2:11][N:12]([CH3:15])[CH2:13][CH2:14][N:9]1[C:6]1[C:7]([F:8])=[C:2]([NH:19][NH2:20])[N:3]=[C:4]([CH3:17])[N:5]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 86636950HCID 86636950, compound

Product 1

HCID 66935927HCID 66935927, compoundYield 43%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
50 °C

Procedure

4-Chloro-6-[(2S)-2,4-dimethyl-1-piperazinyl]-5-fluoro-2-methylpyrimidine (0.277 g, 1.07 mmol), hydrazine monohydrate (0.5 mL) and DMSO (2.0 mL) were stirred at room temperature overnight. Then the reaction was heated to 50° C. and stirred for 7 hours. Purified by RP-HPLC to provide 4-[(2S)-2,4-dimethyl-1-piperazinyl]-5-fluoro-6-hydrazino-2-methylpyrimidine as an orange solid (0.118 g, 43%). LCMS: (M+H)+=255.3.

Workup

  1. customPurified by RP-HPLC

Sources & evidence

ORD record
ord-78097f8b27c54853bcb32a3f49d31f8a
Source dataset
uspto-grants-2011_02
Patent number
US07893056B2

Reaction notes

Loading…