Acetic Anhydride → HCID 20067450, compound

HRID 982313Notes

Reaction equation

HRID 982313 reaction equation
[NH2:1][C:2]1[C:3]([Cl:20])=[CH:4][C:5]2[CH2:11][CH2:10][N:9]([CH3:12])[CH2:8][CH:7]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[C:6]=2[CH:19]=1.[C:21](OC(=O)C)(=[O:23])[CH3:22]>C(Cl)Cl.CN(C)C1C=CN=CC=1>[C:21]([NH:1][C:2]1[C:3]([Cl:20])=[CH:4][C:5]2[CH2:11][CH2:10][N:9]([CH3:12])[CH2:8][CH:7]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[C:6]=2[CH:19]=1)(=[O:23])[CH3:22]

Participants

5

Reactant 2

HCID 7918Acetic AnhydrideHCID 20067453HCID 20067453, compound

Product 1

HCID 20067450HCID 20067450, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

3.4 g of 8-amino-7-chloro-3-methyl-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine in 50 ml of methylene chloride was treated with 4 ml of acetic anhydride followed by addition of 10 mg. of 4-dimethylaminopyridine. The resulting mixture was stirred at room temperature for 2 hours, and the solvent was removed in vacuo. The residue was stirred with a mixture of ether and sodium bicarbonate solution for 1 hour. The ether layer was separated, dried over sodium sulfate and evaporated in vacuo. The resulting crude product of this example (3.1 g) was used in the following step B.

Workup

  1. additionfollowed by addition of 10 mg
  2. customthe solvent was removed in vacuo
  3. stirringThe residue was stirred with a mixture of ether and sodium bicarbonate solution for 1 hour
  4. customThe ether layer was separated
  5. dry with materialdried over sodium sulfate
  6. customevaporated in vacuo

Sources & evidence

ORD record
ord-234d0d8de5c9401ca23ceff74b6beb1f
Source dataset
uspto-grants-1991_02
Patent number
US04996202

Reaction notes

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