Water → HCID 21265864, compound

HRID 566255Notes

Reaction equation

HRID 566255 reaction equation
[CH:1]1[N:2]=[C:3]([CH2:10][C:11](OC)=[O:12])[N:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12.[BH4-].[Na+].O>CO>[CH:1]1[N:2]=[C:3]([CH2:10][CH2:11][OH:12])[N:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12

Participants

5

Reactant 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 21265856HCID 21265856, compound

Product 1

HCID 21265864HCID 21265864, compoundYield 88.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

Methyl 2-(imidazo[1,5-a]pyridin-3-yl)acetate (1.85 g) was dissolved in methanol (30 ml). To the solution was added sodium borohydride (3.68 g), and the mixture was stirred for one hour at 60° C. To the reaction mixture was added water (20 ml), which was concentrated under reduced pressure. The concentrate was subjected to extraction twice with ethyl acetate (40 ml). The organic layers were combined and dried over anhydrous magnesium sulfate, followed by concentration to afford the title compound (1.39 g).

Workup

  1. concentrationwas concentrated under reduced pressure
  2. extractionThe concentrate was subjected to extraction twice with ethyl acetate (40 ml)
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationfollowed by concentration

Sources & evidence

ORD record
ord-8bb3c0dc0e4743dfb19d1f1c560f125f
Source dataset
uspto-grants-2001_01
Patent number
US06174877B1

Reaction notes

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