HCID 49764091, compound → HCID 87135224, compound

HRID 468573Notes

Reaction equation

HRID 468573 reaction equation
[CH2:1]([N:26]1[C:30]([CH3:32])([CH3:31])[C:29](=[O:33])[N:28]([C:34]2[CH:39]=[CH:38][C:37]([NH2:40])=[C:36]([C:41]([F:44])([F:43])[F:42])[CH:35]=2)[C:27]1=[O:45])[CH2:2][CH2:3][CH2:4][CH2:5][N:6]1[C:10]([CH3:12])([CH3:11])[C:9](=[O:13])[N:8]([C:14]2[CH:19]=[CH:18][C:17]([NH2:20])=[C:16]([C:21]([F:24])([F:23])[F:22])[CH:15]=2)[C:7]1=[O:25]>C(Cl)(=O)C>[CH2:5]([N:6]1[C:10]([CH3:12])([CH3:11])[C:9](=[O:13])[N:8]([C:14]2[CH:19]=[CH:18][C:17]([NH:20][C:29](=[O:33])[CH3:30])=[C:16]([C:21]([F:22])([F:23])[F:24])[CH:15]=2)[C:7]1=[O:25])[CH2:4][CH2:3][CH2:2][CH2:1][N:26]1[C:30]([CH3:32])([CH3:31])[C:29](=[O:33])[N:28]([C:34]2[CH:39]=[CH:38][C:37]([NH:40][C:9](=[O:13])[CH3:10])=[C:36]([C:41]([F:44])([F:43])[F:42])[CH:35]=2)[C:27]1=[O:45]

Participants

3

Reactant 1

HCID 49764091HCID 49764091, compound

Product 1

HCID 87135224HCID 87135224, compoundYield 52%

Reagents, catalysts & solvents 1

HCID 6367Acetyl chlorideSolvent

Conditions

Temperature
23 °C

Procedure

The compound of Example 8 (161 mg, 0.25 mmol) is mixed under an argon atmosphere with acetyl chloride (10 ml) and stirring is maintained for 15 hours at 23° C. The reaction mixture is then evaporated to dryness (entrainment with toluene) and the residue obtained is purified on a silica column (eluent: CH2Cl2/EtOH from 99/1 to 90/10). After evaporation, the expected compound is obtained in the form of a cream coloured foam with a yield of 52%.

Workup

  1. customThe reaction mixture is then evaporated to dryness (entrainment with toluene)
  2. customthe residue obtained
  3. customis purified on a silica column (eluent: CH2Cl2/EtOH from 99/1 to 90/10)
  4. customAfter evaporation

Sources & evidence

ORD record
ord-b1379cbae4ff41e2afd9e7d1a7d0d049
Source dataset
uspto-grants-2014_01
Patent number
US08624037B2

Reaction notes

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