Lithium Hydroxide → 1072855-43-6

HRID 1099430Notes

Reaction equation

HRID 1099430 reaction equation
Cl[C:2]1[N:7]=[CH:6][C:5]([C:8]([O:10]C)=[O:9])=[CH:4][N:3]=1.[CH:12]1([OH:17])[CH2:16][CH2:15][CH2:14][CH2:13]1.[OH-].[Li+]>>[CH:12]1([O:17][C:2]2[N:3]=[CH:4][C:5]([C:8]([OH:10])=[O:9])=[CH:6][N:7]=2)[CH2:16][CH2:15][CH2:14][CH2:13]1

Participants

4

Reactant 3

HCID 3939Lithium HydroxideHCID 7298CyclopentanolHCID 12627752Methyl 2-chloropyrimidine-5-carboxylate

Product 1

HCID 251165251072855-43-6Yield 32%

Procedure

The title compound was synthesized as described for Intermediate example I-81 in 32% yield starting from methyl 2-chloropyrimidine-5-carboxylate and cyclopentanol. The reduction was performed using 3 equiv of lithium hydroxide, the reaction mixture was stirred at ambient temperature over night; 1H NMR (400 MHz, DMSO-d6) δ ppm 8.99 (s, 2 H), 5.38-5.48 (m, 1 H), 1.89-2.04 (m, 2 H), 1.67-1.83 (m, 4 H), 1.55-1.67 (m, 2 H); MS (ESI) m/z 207[M−H+].

Sources & evidence

ORD record
ord-7360f800649549d28cdbed1c72aa9f34
Source dataset
uspto-grants-2012_03
Patent number
US08143408B2

Reaction notes

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