Methanol → HCID 86604989, compound

HRID 1784047Notes

Reaction equation

HRID 1784047 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([N:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]2=[O:14])[CH:5]=[CH:4][C:3]=1[NH:15][C:16]([CH:18]1[CH:20]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:19]1[C:27]([OH:29])=[O:28])=[O:17].S(Cl)(Cl)=O.[CH3:34]O>>[CH3:34][O:28][C:27]([CH:19]1[CH:20]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:18]1[C:16](=[O:17])[NH:15][C:3]1[CH:4]=[CH:5][C:6]([N:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]2=[O:14])=[CH:7][C:2]=1[F:1])=[O:29]

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 66882463HCID 66882463, compound

Product 1

HCID 86604989HCID 86604989, compound

Procedure

A solution of 140 mg (0.36 mmol) of (1RS,2SR,3SR)-2-[2-fluoro-4-(2-oxo-2H-pyridin-1-yl)-phenylcarbamoyl]-3-phenyl-cyclopropanecarboxylic acid in 5 ml of methanol was treated at 0° C. with ca. 0.1 ml of thionylchloride and left to stirr overnight at RT. Evaporation of the solvent gave 160 mg of (1RS,2SR,3SR)-2-[2-fluoro-4-(2-oxo-2H-pyridin-1-yl)-phenylcarbamoyl]-3-phenyl-cyclopropanecarboxylic acid methylester. Light yellow oil. MS: 405 (M−H)−.

Workup

  1. waitleft
  2. customEvaporation of the solvent

Sources & evidence

ORD record
ord-d81b8457cb9e443291174a14e7f153ee
Source dataset
uspto-grants-2009_03
Patent number
US07501413B2

Reaction notes

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