Acetic Anhydride → HCID 59741011, compound

HRID 2192157Notes

Reaction equation

[F:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[O:9][C:10]1[CH:15]=[CH:14][N:13]=[C:12]2[N:16]([S:19]([C:22]3[CH:27]=[CH:26][C:25]([CH3:28])=[CH:24][CH:23]=3)(=[O:21])=[O:20])[CH:17]=[CH:18][C:11]=12)[NH2:5].[C:29](OC(=O)C)(=[O:31])[CH3:30]>>[F:1][C:2]1[CH:3]=[C:4]([NH:5][C:29](=[O:31])[CH3:30])[CH:6]=[CH:7][C:8]=1[O:9][C:10]1[CH:15]=[CH:14][N:13]=[C:12]2[N:16]([S:19]([C:22]3[CH:27]=[CH:26][C:25]([CH3:28])=[CH:24][CH:23]=3)(=[O:21])=[O:20])[CH:17]=[CH:18][C:11]=12

Participants

Reactant 2

HCID 7918Acetic Anhydride

HCID 59740984HCID 59740984, compound

Product 1

HCID 59741011HCID 59741011, compound

Conditions

Temperature: 50 °C

Procedure

3.02 g (7.60 mmol) of 3-fluoro-4-({1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}oxy)aniline are dissolved in 30 ml of acetic anhydride and stirred at 50° C. for one hour. Volatile components are then removed under reduced pressure and excess reagent is repeatedly removed azeotropically using toluene. The crude product is purified on a silica gel column (mobile phase: cyclohexane/ethyl acetate 1:1).

Workup

customVolatile components are then removed under reduced pressure and excess reagent
customis repeatedly removed azeotropically using toluene
customThe crude product is purified on a silica gel column (mobile phase: cyclohexane/ethyl acetate 1:1)

Sources & evidence

ORD record: ord-d6bc8de7d2f34235921042f09a8c1981
Source dataset: uspto-grants-2012_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08329716B2

Reaction notes

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