2-Chloro-5-ethylpyrimidine → 2-((1S,2R)-2-(1-(5-Ethylpyrimidin-2-yl)piperidin-4-yl)cyclopropyl)ethanol

HRID 1474658Notes

Reaction equation

HRID 1474658 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([C@H:7]2[CH2:9][C@H:8]2[CH2:10][CH2:11][OH:12])[CH2:3][CH2:2]1.ClC1C=NC(N2CCC([C@H]3C[C@H]3CCO)CC2)=NC=1.Cl[C:33]1[N:38]=[CH:37][C:36]([CH2:39][CH3:40])=[CH:35][N:34]=1>>[CH2:39]([C:36]1[CH:35]=[N:34][C:33]([N:1]2[CH2:6][CH2:5][CH:4]([C@H:7]3[CH2:9][C@H:8]3[CH2:10][CH2:11][OH:12])[CH2:3][CH2:2]2)=[N:38][CH:37]=1)[CH3:40]

Participants

4

Reactant 3

HCID 35727632-Chloro-5-ethylpyrimidineHCID 581286112-{(1S,2R)-2-[1-(5-chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}ethanolHCID 867111782-((1S,2R)-2-(piperidin-4-yl)cyclopropyl)ethanol

Product 1

HCID 1176784962-((1S,2R)-2-(1-(5-Ethylpyrimidin-2-yl)piperidin-4-yl)cyclopropyl)ethanol

Procedure

2-{(1S,2R)-2-[1-(5-ethylpyrimidin-2-yl)piperidin-4-yl]cyclopropyl}ethanol was synthesized from 2-((1S,2R)-2-(piperidin-4-yl)cyclopropyl)ethanol according to the method described for 2-{(1S,2R)-2-[1-(5-chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}ethanol employing 2-chloro-5-ethylpyrimidine. MS (ESI) m/z 276.1 (M+H).

Sources & evidence

ORD record
ord-38102a551b3a41aa9a6da7a196b3c927
Source dataset
uspto-grants-2015_04
Patent number
US09018224B2

Reaction notes

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