Acetyl chloride → HCID 9794620, compound

HRID 323771Notes

Reaction equation

HRID 323771 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[C:9]([C@H:10]3[CH2:12][C@H:11]3NC)[C:4]=2[CH2:3][CH2:2]1.[CH2:15]([N:17]([CH2:20]C)CC)[CH3:16].C(Cl)(=[O:24])C>>[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[C:9]([C@H:10]3[CH2:12][C@H:11]3[CH2:20][NH:17][C:15](=[O:24])[CH3:16])[C:4]=2[CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 54474819HCID 54474819, compound

Product 1

HCID 9794620HCID 9794620, compoundYield 50.4%

Procedure

The title compound was prepared by the general procedure described in Example 1 using (cis)-2-(2,3-dihydrobenzofuran-4-yl)cycloprop-1-yl methyl amine (0.79 mmol), triethylamine (2.37 mmol) and acetyl chloride (0.95 mmol). Purification by silica gel column chromatography (Hex:EtOAc, 1:1) provided 92 mg of the desired product (50%) as an off-white wax. HPLC purity=93%.

Workup

  1. customThe title compound was prepared by the general procedure
  2. customPurification by silica gel column chromatography (Hex:EtOAc, 1:1)

Sources & evidence

ORD record
ord-c68eab42cc8d44b49379ece219900930
Source dataset
uspto-grants-2001_04
Patent number
US06214869B1

Reaction notes

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