Acetyl chloride → HCID 71477591, compound

HRID 527147Notes

Reaction equation

HRID 527147 reaction equation
[NH2:1][C:2]1([C:17]2[CH:22]=[CH:21][C:20]([CH:23]([CH3:25])[CH3:24])=[CH:19][C:18]=2[O:26][CH3:27])[C:10](=[O:11])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][C:8]=2[NH:12][C:13](=[O:15])[CH3:14])[C:3]1=[O:16].C(N(CC)CC)C.[C:35](Cl)(=[O:37])[CH3:36]>ClCCl>[CH:23]([C:20]1[CH:21]=[CH:22][C:17]([C:2]2([NH:1][C:35](=[O:37])[CH3:36])[C:10](=[O:11])[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][C:8]=3[NH:12][C:13](=[O:15])[CH3:14])[C:3]2=[O:16])=[C:18]([O:26][CH3:27])[CH:19]=1)([CH3:25])[CH3:24]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 71477590HCID 71477590, compound

Product 1

HCID 71477591HCID 71477591, compoundYield 95.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of N-(2-amino-2-(4-isopropyl-2-methoxyphenyl)-1,3-dioxo-2,3-dihydro-1H-indene-4-yl)acetamide (0.20 g, 0.54 mmol) in dichloromethane (10 mL) and was added triethylamine (0.23 mL, 1.6 mmol) and acetyl chloride (0.040 mL, 0.56 mmol) and then stirred for overnight. The reaction mixture was extracted with dichloromethane and purified using silica gel column chromatography (50% ethylacetate in hexane) to afford the title compound (210 mg, 95%).

Workup

  1. extractionThe reaction mixture was extracted with dichloromethane
  2. custompurified

Sources & evidence

ORD record
ord-e5265fad8b804e7896e4f5ee2db9e545
Source dataset
uspto-grants-2016_05
Patent number
US09346749B2

Reaction notes

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