Acetic Anhydride → HCID 69709723, compound

HRID 392106Notes

Reaction equation

HRID 392106 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[C:10]2[CH2:22][NH:21][CH2:20][CH2:19][C:11]=2[N:12]=[C:13]([S:15]([CH3:18])(=[O:17])=[O:16])[N:14]=1.C(N(CC)CC)C.[C:30](OC(=O)C)(=[O:32])[CH3:31]>ClCCl>[C:30]([N:21]1[CH2:20][CH2:19][C:11]2[N:12]=[C:13]([S:15]([CH3:18])(=[O:17])=[O:16])[N:14]=[C:9]([C:3]3[CH:4]=[CH:5][C:6]([Cl:8])=[CH:7][C:2]=3[Cl:1])[C:10]=2[CH2:22]1)(=[O:32])[CH3:31]

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 69710990HCID 69710990, compound

Product 1

HCID 69709723HCID 69709723, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-(2,4-dichlorophenyl)-2-(methylsulfonyl)-5,6,7,8-tetrahydropyridino[4,3-d]pyrimidine (100 mg, 0.279 mmol), triethylamine (78 μl, 0.558 mmol) in dichloromethane (2 ml) was added acetic anhydride (53 μl, 0.558 mmol) dropwise. The resulting mixture was stirred at room temperature overnight. The mixture was partitioned between ethyl acetate and water. Organic layer was separated and washed with brine, dried (MgSO4) and filtered. Concentration of filtrate afforded crude product 6-acetyl-4-(2,4-dichlorophenyl)-2-(methylsulfonyl)-5,6,7,8-tetrahydropyridino[4,3-d]pyrimidine in quantitative yield.

Workup

  1. customThe mixture was partitioned between ethyl acetate and water
  2. customOrganic layer was separated
  3. washwashed with brine
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered

Sources & evidence

ORD record
ord-6c43cd192cdb4762b155fd542d30d239
Source dataset
uspto-grants-2004_10
Patent number
US06800632B2

Reaction notes

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