Hydrazine hydrate (1:1) → HCID 66936254, compound

HRID 1366598Notes

Reaction equation

HRID 1366598 reaction equation
Cl[C:2]1[N:7]=[C:6]([CH3:8])[N:5]=[C:4]([N:9]([CH3:18])[CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=2)[C:3]=1[F:19].O.[NH2:21][NH2:22]>CS(C)=O>[F:19][C:3]1[C:4]([N:9]([CH3:18])[CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=2)=[N:5][C:6]([CH3:8])=[N:7][C:2]=1[NH:21][NH2:22]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 86636998HCID 86636998, compound

Product 1

HCID 66936254HCID 66936254, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

6-Chloro-5-fluoro-N,2-dimethyl-N-[2-(4-pyridinyl)ethyl]-4-pyrimidinamine (350 mg, 1.25 mmol) was dissolved in 4 ml of DMSO and 4 ml of hydrazine monohydrate was added. The mixture was stirred overnight and was purified by RP-HPLC to provide 5-fluoro-6-hydrazino-N,2-dimethyl-N-[2-(4-pyridinyl)ethyl]-4-pyrimidinamine (220 mg, 63%). LCMS: (M+H)+: 277.2.

Workup

  1. customwas purified by RP-HPLC

Sources & evidence

ORD record
ord-98e3bbb0fbcf4840b3405dcb6f91be78
Source dataset
uspto-grants-2011_02
Patent number
US07893056B2

Reaction notes

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