Acetic Anhydride → HCID 21933885, compound

HRID 382002Notes

Reaction equation

HRID 382002 reaction equation
[F:1][C:2]([F:29])([F:28])[CH2:3][N:4]1[C:9](=[O:10])[C:8]([O:11][CH2:12][C:13]([CH3:17])([CH3:16])[CH2:14][OH:15])=[C:7]([C:18]2[CH:23]=[CH:22][C:21]([S:24]([NH2:27])(=[O:26])=[O:25])=[CH:20][CH:19]=2)[CH:6]=[N:5]1.[C:30](OC(=O)C)(=[O:32])[CH3:31].C(N(CC)CC)C>CN(C)C1C=CN=CC=1>[F:29][C:2]([F:28])([F:1])[CH2:3][N:4]1[C:9](=[O:10])[C:8]([O:11][CH2:12][C:13]([CH3:17])([CH3:16])[CH2:14][OH:15])=[C:7]([C:18]2[CH:23]=[CH:22][C:21]([S:24]([NH:27][C:30](=[O:32])[CH3:31])(=[O:26])=[O:25])=[CH:20][CH:19]=2)[CH:6]=[N:5]1

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 10137832HCID 10137832, compound

Product 1

HCID 21933885HCID 21933885, compound

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

A mixture of 2-(2,2,2-trifluoroethyl)-4-(3-hydroxy-2,2-dimethyl-1-propoxy)-5-[4-(aminosulfonyl)phenyl]-3(2H)-pyridazinone (Example 486, 1 equivalent), acetic anhydride (3 equivalents), 4-(dimethylamino)pyridine (0.3 equivalents), and triethylamine (1.2 equivalents) is stirred at room temperature for 16 hours. The reaction mixture is partitioned between ethyl acetate and water. The organic layer is washed with brine then dried over MgSO4 and filtered. The filtrate is concentrated in vacuo to give the title compound.

Workup

  1. customThe reaction mixture is partitioned between ethyl acetate and water
  2. washThe organic layer is washed with brine
  3. dry with materialthen dried over MgSO4
  4. filtrationfiltered
  5. concentrationThe filtrate is concentrated in vacuo

Sources & evidence

ORD record
ord-5ba9c10bd2644fdebc2f5520e7babc3a
Source dataset
uspto-grants-2001_10
Patent number
US06307047B1

Reaction notes

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