Losartan → Losartan potassium salt

HRID 917004

Reaction equation

HRID 917004 reaction equation
[CH3:1][CH2:2][CH2:3][CH2:4][C:5]1[N:9]([CH2:10][C:11]2[CH:12]=[CH:13][C:14]([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][C:22]=3[C:23]3[N:27]=[N:26][NH:25][N:24]=3)=[CH:15][CH:16]=2)[C:8]([CH2:28][OH:29])=[C:7]([Cl:30])[N:6]=1.C([O-])(C)(C)C.[K+:36].CCCCCCC>C(O)(C)C>[CH3:1][CH2:2][CH2:3][CH2:4][C:5]1[N:9]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][C:22]=3[C:23]3[N:27]=[N:26][N-:25][N:24]=3)=[CH:13][CH:12]=2)[C:8]([CH2:28][OH:29])=[C:7]([Cl:30])[N:6]=1.[K+:36]

Participants

5

Reactant 3

HCID 3961LosartanHCID 8900HeptaneHCID 23665647Potassium tert-butoxide

Product 1

HCID 11476710Losartan potassium saltYield 97.2%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

To 40.81 g losartan of Example 1 in 110 ml i-propanol was added 10.86 g of potassium t-butanolate a temperature between 10° C. and 25° C. The reaction mixture clarified. A dense white precipitate was formed when 150 ml of n-heptane was added and stirred at room temperature for 1 hour. It was filtered and washed with 75 ml n-heptane, dried at 50° C. C in vacuo overnight to yield 43.25 g of losartan potassium.

Workup

  1. additionwas added
  2. filtrationIt was filtered
  3. washwashed with 75 ml n-heptane
  4. customdried at 50° C

Sources & evidence

ORD record
ord-bff3f157bd414eebb0a876b89e35faca
Source dataset
uspto-grants-2007_09
Patent number
US07271269B2

Linked notes

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