Acetyl chloride → HCID 60045706, compound

HRID 1064589Notes

Reaction equation

HRID 1064589 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([S:8]([N:11]2[C@@H:16]([CH3:17])[CH2:15][N:14]([CH2:18][C:19]([NH:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[CH3:28])=[O:20])[CH2:13][C@H:12]2[CH3:29])(=[O:10])=[O:9])[CH:5]=[CH:6][CH:7]=1.C(N(CC)C(C)C)(C)C.[C:39](Cl)(=[O:41])[CH3:40]>ClCCl>[C:39]([NH:1][C:2]1[CH:3]=[C:4]([S:8]([N:11]2[C@@H:16]([CH3:17])[CH2:15][N:14]([CH2:18][C:19]([NH:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[CH3:28])=[O:20])[CH2:13][C@H:12]2[CH3:29])(=[O:9])=[O:10])[CH:5]=[CH:6][CH:7]=1)(=[O:41])[CH3:40]

Participants

5

Reactant 3

HCID 6367Acetyl chloride2×HCID 81531DiisopropylethylamineHCID 60045700HCID 60045700, compound

Product 1

HCID 60045706HCID 60045706, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of the product from Example 57 (0.2 g) and N,N-diisopropylethylamine (0.3 ml) in dichloromethane (10 ml) was rapidly stirred whilst a solution of acetyl chloride (0.055 g) in dichloromethane (2.0 ml) was added. After 3 hours a further amount of acetyl chloride (0.022 g) was added, the mixture was stirred 3 hours more then evaporated to dryness. The residue was triturated with water, filtered and dried in vacuo, to give the title compound as a white solid. Yield 0.17 g.

Workup

  1. additionwas added
  2. customevaporated to dryness
  3. customThe residue was triturated with water
  4. filtrationfiltered
  5. customdried in vacuo

Sources & evidence

ORD record
ord-80793ac5ac124264894966cd9327eba7
Source dataset
uspto-grants-2005_11
Patent number
US06969713B2

Reaction notes

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