Dichloromethane → HCID 68860564, compound

HRID 2109416Notes

Reaction equation

HRID 2109416 reaction equation
[C:1](Cl)(=[O:3])[CH3:2].[C:5]([C:7]1[CH:8]=[C:9]([CH:33]=[CH:34][C:35]=1[OH:36])[C:10]([NH:12][NH:13][C:14]([C:16]1[O:17][CH:18]=[C:19]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:20]=1[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:15])=[O:11])#[N:6].C(N(CC)CC)C.ClCCl>CN(C)C1C=CN=CC=1.C(OCC)(=O)C>[C:1]([O:36][C:35]1[CH:34]=[CH:33][C:9]([C:10]([NH:12][NH:13][C:14]([C:16]2[O:17][CH:18]=[C:19]([C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=3)[C:20]=2[C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[O:15])=[O:11])=[CH:8][C:7]=1[C:5]#[N:6])(=[O:3])[CH3:2]

Participants

7

Reactant 4

HCID 6344DichloromethaneHCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 11517437HCID 11517437, compound

Product 1

HCID 68860564HCID 68860564, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 8857Ethyl AcetateSolvent

Procedure

Acetyl chloride (0.080 ml) was added to a mixture of the compound of Example 18 (0.42 g), 4-dimethylaminopyridine (0.013 g), triethylamine (0.17 ml) and dichloromethane (5 ml) at 0° C., and stirred for 0.5 hours at this temperature. The reaction solution was diluted with ethyl acetate, washed with water and dried over MgSO4. The solvent was evaporated under reduced pressure, and the residue was recrystallized from ethyl acetate/hexane, thereby giving 0.26 g of the desired compound. Melting point: 131-133° C.

Workup

  1. washwashed with water
  2. dry with materialdried over MgSO4
  3. customThe solvent was evaporated under reduced pressure
  4. customthe residue was recrystallized from ethyl acetate/hexane

Sources & evidence

ORD record
ord-d029df3a24424618b8d468d2598b879d
Source dataset
uspto-grants-2009_04
Patent number
US07514452B2

Reaction notes

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