Methanol → HCID 117734585, compound

HRID 1404193Notes

Reaction equation

HRID 1404193 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:12]=[CH:11][C:10]([C:13]([F:16])([F:15])[F:14])=[C:9]2[CH2:17][O:18][C:19]2[C:24]([F:25])=[CH:23][C:22]([CH2:26][CH2:27][C:28]([OH:30])=[O:29])=[CH:21][C:20]=2[F:31])=[CH:4][CH:3]=1.S(Cl)(Cl)=O.[CH3:36]O>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[CH:12]=[CH:11][C:10]([C:13]([F:16])([F:15])[F:14])=[C:9]2[CH2:17][O:18][C:19]2[C:20]([F:31])=[CH:21][C:22]([CH2:26][CH2:27][C:28]([O:30][CH3:36])=[O:29])=[CH:23][C:24]=2[F:25])=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 85470884HCID 85470884, compound

Product 1

HCID 117734585HCID 117734585, compound

Procedure

To a solution of the product prepared in Example 1 (1.10 g, 2.39 mmol, 1 eq) in methanol (20 mL) at room temperature was added thionyl chloride (0.027 mL, 0.36 mmol, 0.15 eq). After stirring the resulting mixture for 3 hrs, the solution was concentrated. Purification of the mixture by chromatography (40 g) eluting with 2 to 10% ethyl acetate//heptane yielded the title compound.

Workup

  1. concentrationthe solution was concentrated
  2. customPurification of the mixture by chromatography (40 g)
  3. washeluting with 2 to 10% ethyl acetate//heptane

Sources & evidence

ORD record
ord-1699e136ed3842cd8228e58110984012
Source dataset
uspto-grants-2014_12
Patent number
US08912227B1

Reaction notes

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