2-Heptylpropane-1,3-diol → 2-(2-Propylpyrimidin-5-yl)-5-heptyl-1,3,2-dioxaborinane

HRID 579931

Reaction equation

HRID 579931 reaction equation
[CH3:1][O:2][B:3]([O:13][CH3:14])[C:4]1[CH:5]=[N:6][C:7]([CH2:10][CH2:11][CH3:12])=[N:8][CH:9]=1.O[CH2:16][CH:17]([CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25]C)CO>CO>[CH2:10]([C:7]1[N:6]=[CH:5][C:4]([B:3]2[O:2][CH2:1][CH:16]([CH2:17][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[CH2:14][O:13]2)=[CH:9][N:8]=1)[CH2:11][CH3:12]

Participants

4

Reactant 2

HCID 2255562-Heptylpropane-1,3-diolHCID 20135158Dimethyl (2-propylpyrimidin-5-yl)boronate

Product 1

HCID 201351792-(2-Propylpyrimidin-5-yl)-5-heptyl-1,3,2-dioxaborinane

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

20 g of dimethoxy-(2-propylpyrimidin-5-yl)-borane (obtained from 2-propylpyrimidin-5-ylmagnesium chloride and trimethoxyborane) and 30 g of 2-hydroxymethylnonan-1-ol are heated at 100° for 12 hours, the methanol formed being removed continuously by distillation. When the reaction is complete, excess nonanol is removed under reduced pressure, and 2-(2-propylpyrimidin-5-yl)-5-heptyl-1,3,2-dioxaborinane is obtained.

Workup

  1. custombeing removed continuously by distillation
  2. customexcess nonanol is removed under reduced pressure

Sources & evidence

ORD record
ord-4f39590fba9848cb949bb0ec8707ee19
Source dataset
uspto-grants-1988_06
Patent number
US04751017

Linked notes

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