Hydrazine hydrate (1:1) → HCID 66936099, compound

HRID 1366454Notes

Reaction equation

HRID 1366454 reaction equation
Cl[C:2]1[C:7]([F:8])=[C:6]([N:9]2[CH2:14][CH2:13][N:12]([CH3:15])[C@H:11]([CH3:16])[CH2:10]2)[N:5]=[C:4]([CH3:17])[N:3]=1.O.[NH2:19][NH2:20]>CS(C)=O>[CH3:16][C@H:11]1[N:12]([CH3:15])[CH2:13][CH2:14][N:9]([C:6]2[C:7]([F:8])=[C:2]([NH:19][NH2:20])[N:3]=[C:4]([CH3:17])[N:5]=2)[CH2:10]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 866369434-chloro-6-[(3R)-3,4-dimethyl-1-piperazinyl]-5-fluoro-2-methylpyrimidine

Product 1

HCID 66936099HCID 66936099, compoundYield 33%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

To 4-chloro-6-[(3R)-3,4-dimethyl-1-piperazinyl]-5-fluoro-2-methylpyrimidine (0.242 g, 0.94 mmol) in DMSO (3 mL) was added hydrazine monohydrate (2 mL). The reaction was stirred at room temperature for 3 days. Removed volatiles in vacuo and purified by RP-HPLC to provide 4-[(3R)-3,4-dimethyl-1-piperazinyl]-5-fluoro-6-hydrazino-2-methylpyrimidine as a yellow solid (0.079 g, 33%). LCMS: (M+H)+=255.3.

Workup

  1. customRemoved volatiles in vacuo and purified by RP-HPLC

Sources & evidence

ORD record
ord-53abb3ecaab24fefac8cc2607c90bf45
Source dataset
uspto-grants-2011_02
Patent number
US07893056B2

Reaction notes

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