Acetyl chloride → HCID 67530412, compound

HRID 655199Notes

Reaction equation

HRID 655199 reaction equation
[C:1](Cl)(=[O:3])[CH3:2].[C:5]([N:9]([CH3:36])[C:10]([C:12]1[N:16]2[CH2:17][CH2:18][C:19]3[C:24]([C:15]2=[C:14]([C:31]2[S:32][CH:33]=[CH:34][CH:35]=2)[N:13]=1)=[CH:23][C:22]([O:25][CH2:26][CH2:27][NH2:28])=[C:21]([O:29][CH3:30])[CH:20]=3)=[O:11])([CH3:8])([CH3:7])[CH3:6].CCN(C(C)C)C(C)C>ClCCl>[C:5]([N:9]([CH3:36])[C:10]([C:12]1[N:16]2[CH2:17][CH2:18][C:19]3[C:24]([C:15]2=[C:14]([C:31]2[S:32][CH:33]=[CH:34][CH:35]=2)[N:13]=1)=[CH:23][C:22]([O:25][CH2:26][CH2:27][NH:28][C:1](=[O:3])[CH3:2])=[C:21]([O:29][CH3:30])[CH:20]=3)=[O:11])([CH3:7])([CH3:8])[CH3:6]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 81531DiisopropylethylamineHCID 49821129HCID 49821129, compound

Product 1

HCID 67530412HCID 67530412, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Acetyl chloride (10.2 μl) was added dropwise to a mixture of the product of example 31 (50 mg) and DIPEA (55 μl) in dichloromethane (2 ml). After stirring at room temperature for 18 h, the reaction mixture was diluted with dichloromethane and washed with water, brine, dried (MgSO4), filtered and concentrated in vacuo. The residue was purified by preparative HPLC (0→100% acetonitrile).

Workup

  1. washwashed with water, brine
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by preparative HPLC (0→100% acetonitrile)

Sources & evidence

ORD record
ord-e44696ed2e4140068bb4e645572e3b28
Source dataset
uspto-grants-2011_12
Patent number
US08071587B2

Reaction notes

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