Ammonia → Irbesartan

HRID 1715732

Reaction equation

HRID 1715732 reaction equation
[CH3:1][CH2:2][CH2:3][CH2:4][C:5]1[N:14]([CH2:15][C:16]2[CH:21]=[CH:20][C:19]([C:22]3[C:27]([C:28]4[N:32]=[N:31][NH:30][N:29]=4)=[CH:26][CH:25]=[CH:24][CH:23]=3)=[CH:18][CH:17]=2)[C:12](=[O:13])[C:7]2([CH2:11][CH2:10][CH2:9][CH2:8]2)[N:6]=1.Cl.N>C1(C)C=CC=CC=1.O>[CH3:1][CH2:2][CH2:3][CH2:4][C:5]1[N:14]([CH2:15][C:16]2[CH:17]=[CH:18][C:19]([C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][C:27]=3[C:28]3[N:29]=[N:30][NH:31][N:32]=3)=[CH:20][CH:21]=2)[C:12](=[O:13])[C:7]2([CH2:8][CH2:9][CH2:10][CH2:11]2)[N:6]=1

Participants

5

Reactant 2

HCID 222AmmoniaHCID 11568906Irbesartan hydrochloride

Product 1

HCID 3749Irbesartan

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1140TolueneSolvent

Procedure

100 g of anhydrous irbesartan hydrochloride was taken in a mixture of 250 ml toluene and 250 ml water. The pH of the reaction mass was adjusted to 6.5 to 7.0 with aqueous ammonia at 25-30° C. and stirred for about 30 minutes and filtered. The product was dried at 60° C. under vacuum to yield Form A of irbesartan free base.

Workup

  1. filtrationfiltered
  2. customThe product was dried at 60° C. under vacuum

Sources & evidence

ORD record
ord-63630d540c32495c932d321ae0909986
Source dataset
uspto-grants-2010_09
Patent number
US07799928B2

Linked notes

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