Aluminium lithium hydride → 4-(alpha,alpha,alpha-Trifluoro-m-tolyl)imidazo[1,5-a]pyrimidine-8-methanol

HRID 225268Notes

Reaction equation

HRID 225268 reaction equation
[F:1][C:2]([F:24])([F:23])[C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([C:9]2[N:14]3[CH:15]=[N:16][C:17]([C:18](OCC)=[O:19])=[C:13]3[N:12]=[CH:11][CH:10]=2)[CH:4]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[F:23][C:2]([F:1])([F:24])[C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([C:9]2[N:14]3[CH:15]=[N:16][C:17]([CH2:18][OH:19])=[C:13]3[N:12]=[CH:11][CH:10]=2)[CH:4]=1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 23329853Ethyl 4-(alpha,alpha,alpha-trifluoro-m-tolyl)imidazo[1,5-a]pyrimidine-8-carboxylate

Product 1

HCID 233298584-(alpha,alpha,alpha-Trifluoro-m-tolyl)imidazo[1,5-a]pyrimidine-8-methanol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of ethyl 4-(α,α,α-trifluoro-m-tolyl)imidazo[1,5-a]pyrimidine-8-carboxylate is reduced with lithium aluminum hydride in refluxing tetrahydrofuran to give the product of the example.

Workup

  1. customto give the product of the example

Sources & evidence

ORD record
ord-e7ff86d0bc244390816dbbb445963e98
Source dataset
uspto-grants-1980_11
Patent number
US04236005

Reaction notes

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