Triethylamine → HCID 57445704, compound

HRID 601998Notes

Reaction equation

HRID 601998 reaction equation
[CH:1]1([CH2:6][NH2:7])[CH2:5][CH2:4][CH2:3][CH2:2]1.C(N(CC)CC)C.[F:15][C:16]1[CH:17]=[C:18]([CH:21]=[C:22]([F:28])[C:23]=1[O:24][CH2:25][C:26]#[CH:27])[CH2:19]Cl.C(OCC)(=[O:31])C>>[CH:1]1([CH2:6][NH:7][C:19](=[O:31])[C:18]2[CH:17]=[C:16]([F:15])[C:23]([O:24][CH2:25][C:26]#[CH:27])=[C:22]([F:28])[CH:21]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 4

HCID 8471TriethylamineHCID 8857Ethyl Acetate2×HCID 80153CyclopentanemethylamineHCID 57445703HCID 57445703, compound

Product 1

HCID 57445704HCID 57445704, compound

Procedure

A mixture of 0.50 g of cyclopentylmethylamine, 0.4 ml of triethylamine and 2 ml of ethyl acetate was added dropwise under ice cooling to a mixture of 3 ml of ethyl acetate and 0.46 g of 3,5-difluoro-4-(2-propynyloxy)benzyl chloride. The mixture obtained was stirred at room temperature for 12 hours. Then, the reaction mixture was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 0.24 g of N-cyclopentylmethyl-3,5-difluoro-4-(2-propynyloxy)benzamide (hereinafter, described as the compound 58 of the present invention) represented by the formula:

Workup

  1. customThe mixture obtained
  2. concentrationThen, the reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-593ea04b48bd4d59b5fd42fafa4d4941
Source dataset
uspto-grants-2011_03
Patent number
US07902400B2

Reaction notes

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