Dichloromethane → [3-(4-Methoxypyrimidin-2-yl)-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl]acetic acid

HRID 1270397Notes

Reaction equation

HRID 1270397 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([N:9]2[C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=3[N:11]([CH2:18][C:19]([O:21]C(C)(C)C)=[O:20])[C:10]2=[O:26])[N:4]=1.C(Cl)Cl>C(O)(C(F)(F)F)=O>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([N:9]2[C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=3[N:11]([CH2:18][C:19]([OH:21])=[O:20])[C:10]2=[O:26])[N:4]=1

Participants

4

Reactant 2

HCID 6344DichloromethaneHCID 18449413tert-Butyl [3-(4-methoxypyrimidin-2-yl)-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl]acetate

Product 1

HCID 18449378[3-(4-Methoxypyrimidin-2-yl)-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl]acetic acid

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

tert-Butyl[3-(4-methoxypyrimidin-2-yl)-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl]acetate from Step A (110 mg, 0.309 mmol) was dissolved in TFA (2 mL) and CH2Cl2 (2 mL) and the mixture was stirred at ambient temperature for 48 h, then concentrated in vacuo to give the title compound. MS: m/z=301 (M+1).

Workup

  1. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-6c95dc9911784779a345817d5d4650d3
Source dataset
uspto-grants-2007_04
Patent number
US07202251B2

Reaction notes

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