Acetyl chloride → HCID 49787469, compound

HRID 1020005Notes

Reaction equation

HRID 1020005 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:17]=[C:16]([NH:18][C:19](=[O:23])[CH:20]([CH3:22])[CH3:21])[CH:15]=[C:14]2[C:9]=1[CH2:10][CH2:11][NH:12][CH2:13]2.C(N(CC)CC)C.[C:31](Cl)(=[O:33])[CH3:32]>CC(N(C)C)=O>[C:31]([N:12]1[CH2:11][CH2:10][C:9]2[C:14](=[CH:15][C:16]([NH:18][C:19](=[O:23])[CH:20]([CH3:21])[CH3:22])=[CH:17][C:8]=2[C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[Cl:1])[CH2:13]1)(=[O:33])[CH3:32]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 66611930HCID 66611930, compound

Product 1

HCID 49787469HCID 49787469, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

CO-AAW0003 (39 mgs, 0.12 mmoles) was dissolved in anhydrous dimethylacetamide (1 ml) followed by the addition of triethylamine (20 ul, 0.144 mmols) and acetyl chloride (10.3 ul, 0.144 mmoles). The reaction was then left stirring at room temperature for 1.5 hours. The reaction was purified by C18 reverse phase automated HPLC (21 mgs, 67% yield, 100% pure, CO-AAW00024).

Workup

  1. waitThe reaction was then left
  2. customThe reaction was purified by C18 reverse phase

Sources & evidence

ORD record
ord-110fece28e594418bde3d17c84b9a203
Source dataset
uspto-grants-2014_05
Patent number
US08716302B2

Reaction notes

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