Acetoxyacetyl chloride → HCID 86707783, compound

HRID 2410139Notes

Reaction equation

HRID 2410139 reaction equation
[NH2:1][CH2:2][C:3]1[CH:4]=[CH:5][C:6]([O:37][CH3:38])=[C:7]([C:9]2[N:13]([CH:14]([CH3:16])[CH3:15])[C:12]3[CH:17]([C:29]4[CH:34]=[CH:33][C:32]([Cl:35])=[CH:31][C:30]=4[CH3:36])[N:18]([C:21]4[CH:26]=[C:25]([Cl:27])[CH:24]=[CH:23][C:22]=4[CH3:28])[C:19](=[O:20])[C:11]=3[N:10]=2)[CH:8]=1.[C:39]([O:42][CH2:43][C:44](Cl)=[O:45])(=[O:41])[CH3:40]>C1COCC1>[Cl:35][C:32]1[CH:33]=[CH:34][C:29]([CH:17]2[C:12]3[N:13]([CH:14]([CH3:15])[CH3:16])[C:9]([C:7]4[CH:8]=[C:3]([CH:4]=[CH:5][C:6]=4[O:37][CH3:38])[CH2:2][NH:1][C:44]([CH2:43][O:42][C:39](=[O:41])[CH3:40])=[O:45])=[N:10][C:11]=3[C:19](=[O:20])[N:18]2[C:21]2[CH:26]=[C:25]([Cl:27])[CH:24]=[CH:23][C:22]=2[CH3:28])=[C:30]([CH3:36])[CH:31]=1

Participants

4

Reactant 2

HCID 26297Acetoxyacetyl chlorideHCID 86707772HCID 86707772, compound

Product 1

HCID 86707783HCID 86707783, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The product from example 16 (90 mg, 0.16 mmol) was dissolved in THF (1.6 mL) with TEA (27 μL, 0.20 mmol) and then acetoxyacetyl chloride (19 μL, 0.18 mmol) was added. The reaction mixture was stirred at RT for 30 min. It was then concentrated to give the title compound. tR: 1.24 min (LC-MS 2); ESI-MS: 649.3/651.2 [M+H]+ (LC-MS 2).

Workup

  1. concentrationIt was then concentrated

Sources & evidence

ORD record
ord-de2dfd854d904e42b2ba99fd68422c34
Source dataset
uspto-grants-2014_08
Patent number
US08815926B2

Reaction notes

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