2,5-Dichloro-4-methylpyrimidine → Rac cis-2-{2-[1-(5-chloro-4-methylpyrimidin-2-yl)piperidin-4-yl]cyclopropyl}ethanol

HRID 1798831Notes

Reaction equation

HRID 1798831 reaction equation
Cl[C:2]1[N:7]=[C:6]([CH3:8])[C:5]([Cl:9])=[CH:4][N:3]=1.[OH:10][CH2:11][CH2:12][C@H:13]1[CH2:15][C@H:14]1[CH:16]1[CH2:21][CH2:20][N:19](C(OC(C)(C)C)=O)[CH2:18][CH2:17]1>>[Cl:9][C:5]1[C:6]([CH3:8])=[N:7][C:2]([N:19]2[CH2:20][CH2:21][CH:16]([C@H:14]3[CH2:15][C@H:13]3[CH2:12][CH2:11][OH:10])[CH2:17][CH2:18]2)=[N:3][CH:4]=1

Participants

3

Reactant 2

HCID 212786212,5-Dichloro-4-methylpyrimidineHCID 66935269Cis tert-butyl 4-[2-(2-hydroxyethyl)cyclopropyl]piperidine-1-carboxylate

Product 1

HCID 66935254Rac cis-2-{2-[1-(5-chloro-4-methylpyrimidin-2-yl)piperidin-4-yl]cyclopropyl}ethanol

Procedure

The titled compound was prepared from 2,5-dichloro-4-methylpyrimidine from step 1 of this example and rac cis-tert-Butyl 4-[-2-(2-hydroxyethyl)cyclopropyl]piperidine-1-carboxylate by a procedure analogous to Example 6, step 2.

Sources & evidence

ORD record
ord-5a7a14144651423d82cc9b0e3b9cafda
Source dataset
uspto-grants-2013_01
Patent number
US08343990B2

Reaction notes

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