Acetic Anhydride → HCID 21933907, compound

HRID 382001Notes

Reaction equation

HRID 382001 reaction equation
[F:1][C:2]([F:28])([F:27])[CH2:3][N:4]1[C:9](=[O:10])[C:8]([O:11][CH2:12][C:13]([OH:16])([CH3:15])[CH3:14])=[C:7]([C:17]2[CH:22]=[CH:21][C:20]([S:23]([NH2:26])(=[O:25])=[O:24])=[CH:19][CH:18]=2)[CH:6]=[N:5]1.[C:29](OC(=O)C)(=[O:31])[CH3:30].C(N(CC)CC)C>CN(C)C1C=CN=CC=1>[F:28][C:2]([F:27])([F:1])[CH2:3][N:4]1[C:9](=[O:10])[C:8]([O:11][CH2:12][C:13]([OH:16])([CH3:15])[CH3:14])=[C:7]([C:17]2[CH:22]=[CH:21][C:20]([S:23]([NH:26][C:29](=[O:31])[CH3:30])(=[O:25])=[O:24])=[CH:19][CH:18]=2)[CH:6]=[N:5]1

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 10112898HCID 10112898, compound

Product 1

HCID 21933907HCID 21933907, compound

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

A mixture of 2-(2,2,2-trifluoroethyl)-4-(2-hydroxy-2-methyl-1-propoxy)-5-[4-(aminosulfonyl)phenyl]-3(2H)-pyridazinone (Example 484, 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-9296228eb23041b0b4a12b68561c8b05
Source dataset
uspto-grants-2001_10
Patent number
US06307047B1

Reaction notes

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