Acetic Anhydride → HCID 21104430, compound

HRID 1354180Notes

Reaction equation

HRID 1354180 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:20]([C:21]3[CH:26]=[CH:25][C:24]([S:27]([NH2:30])(=[O:29])=[O:28])=[CH:23][CH:22]=3)=[C:11]3[CH:12]=[CH:13][C:14]([C:16]([F:19])([F:18])[F:17])=[CH:15][N:10]3[N:9]=2)=[CH:4][CH:3]=1.C(N(CC)CC)C.[C:38](OC(=O)C)(=[O:40])[CH3:39]>CN(C)C1C=CN=CC=1.C(Cl)(Cl)Cl>[C:38]([NH:30][S:27]([C:24]1[CH:25]=[CH:26][C:21]([C:20]2[C:8]([C:5]3[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=3)=[N:9][N:10]3[CH:15]=[C:14]([C:16]([F:17])([F:19])[F:18])[CH:13]=[CH:12][C:11]=23)=[CH:22][CH:23]=1)(=[O:29])=[O:28])(=[O:40])[CH3:39]

Participants

6

Reactant 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 9824274HCID 9824274, compound

Product 1

HCID 21104430HCID 21104430, compoundYield 31%

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6212ChloroformSolvent

Procedure

A solution of 4-[2-(4-fluoro-phenyl)-6-trifluoromethyl-pyrazolo[1,5-a]pyridin-3-yl]benzenesulphonamide (0.185 g 0.42 mmol), triethylamine (0.4 ml), 4-dimethylaminopyridine (0.024 g 0.18 mmol) and acetic anhydride (0.12 ml 1.2 mmol) in chloroform (10 ml) was stirred at room temperature for 4 hr. The reaction mixture was washed with 2M hydrochloric acid (10 ml), M Na2CO3 (5 ml) and water (10 ml). Drying (MgSO4) and removal of solvent gave the title compound as a white solid (0.06 g 31%).

Workup

  1. washThe reaction mixture was washed with 2M hydrochloric acid (10 ml), M Na2CO3 (5 ml) and water (10 ml)
  2. customDrying
  3. custom(MgSO4) and removal of solvent

Sources & evidence

ORD record
ord-f685f67a9b424c7fb2235be37d3369db
Source dataset
uspto-grants-2007_05
Patent number
US07223772B1

Reaction notes

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