Water → 1-hydroxymethyl-9-chloro-7-phenylpyrimido[1,2-a][1,4]benzodiazepin-3(5H)-one

HRID 1111223Notes

Reaction equation

HRID 1111223 reaction equation
[C:1]([C:5]1[N:10]2[C:11]3[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][C:12]=3[C:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[N:14][CH2:15][C:9]2=[N:8][C:7](=[O:27])[CH:6]=1)(OC)=[O:2].[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>O1CCCC1>[OH:2][CH2:1][C:5]1[N:10]2[C:11]3[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][C:12]=3[C:13]([C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)=[N:14][CH2:15][C:9]2=[N:8][C:7](=[O:27])[CH:6]=1

Participants

6

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 150797811-carbomethoxy-9-chloro-7-phenylpyrimido[1,2-a][1,4]benzodiazepin-3(5H)-oneHCID 21226445Aluminium lithium hydride

Product 1

HCID 150797901-hydroxymethyl-9-chloro-7-phenylpyrimido[1,2-a][1,4]benzodiazepin-3(5H)-one

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 1 mmole of 1-carbomethoxy-9-chloro-7-phenylpyrimido[1,2-a][1,4]benzodiazepin-3(5H)-one in tetrahydrofuran was reacted at room temperature with the stoichiometric amount of lithium aluminum hydride and stirred for several hours. It was decomposed with water and 15% sodium hydroxide and worked up to give 1-hydroxymethyl-9-chloro-7-phenylpyrimido[1,2-a][1,4]benzodiazepin-3(5H)-one.

Sources & evidence

ORD record
ord-a39f1c1df67646c28f17abe2667c0276
Source dataset
uspto-grants-1990_12
Patent number
US04978753

Reaction notes

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