2-Chloro-5-fluoro-4-methylpyrimidine → 2-{2-[1-(5-Fluoro-4-methylpyrimidin-2-yl)piperidin-4-yl]cyclopropyl}ethanol

HRID 1798833Notes

Reaction equation

HRID 1798833 reaction equation
Cl[C:2]1[N:7]=[C:6]([CH3:8])[C:5]([F:9])=[CH:4][N:3]=1.C(OC([N:17]1[CH2:22][CH2:21][CH:20]([C@@H:23]2[CH2:25][C@@H:24]2[CH2:26][CH2:27][OH:28])[CH2:19][CH2:18]1)=O)(C)(C)C>>[F:9][C:5]1[C:6]([CH3:8])=[N:7][C:2]([N:17]2[CH2:22][CH2:21][CH:20]([CH:23]3[CH2:25][CH:24]3[CH2:26][CH2:27][OH:28])[CH2:19][CH2:18]2)=[N:3][CH:4]=1

Participants

3

Reactant 2

HCID 207780732-Chloro-5-fluoro-4-methylpyrimidineHCID 66935269Cis tert-butyl 4-[2-(2-hydroxyethyl)cyclopropyl]piperidine-1-carboxylate

Product 1

HCID 581285602-{2-[1-(5-Fluoro-4-methylpyrimidin-2-yl)piperidin-4-yl]cyclopropyl}ethanol

Conditions

Temperature
90 °C

Procedure

The titled compound was prepared from 2-chloro-5-fluoro-4-methylpyrimidine and rac cis-tert-Butyl-4-[-2-(2-hydroxyethyl)cyclopropyl]piperidine-1-carboxylate by a procedure analogous to example 6 step 2, with the exception of reaction temperature. The reaction was heated at 90° C. for 2 h.

Sources & evidence

ORD record
ord-4495146233c249cabe34a17605046948
Source dataset
uspto-grants-2013_01
Patent number
US08343990B2

Reaction notes

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