Quinoline → HCID 21646985, compound

HRID 1613578Notes

Reaction equation

HRID 1613578 reaction equation
[N:1]1C2C(=CC=CC=2)[CH:4]=[CH:3][CH:2]=1.C(N(CC)CC)C.[O:18]1[C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=2[O:21][CH2:20][CH:19]1[C:28](Cl)=[O:29]>>[CH2:2]([NH:1][C:28]([C:19]1[O:18][C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=2[O:21][CH:20]=1)=[O:29])[CH2:3][CH3:4]

Participants

4

Reactant 3

HCID 7047QuinolineHCID 8471TriethylamineHCID 27354472,3-Dihydro-1,4-benzodioxin-2-carbonyl chloride

Product 1

HCID 21646985HCID 21646985, compoundYield 110.4%

Procedure

This compound was prepared from the amine of Example 11 (1.90 g, 10.0 mmol), triethylamine (2.77 ml, 20.0 mmol) and 2,3-dihydro-1,4-benzodioxin-2-carbonyl chloride (1.88 g, 9.5 mmol) using the method described in Example 6. The crude gum was purified by chromatography (silica; ether) to give the product (2.30 g, 69%) as an oil which was converted into the thioamide of Example 14.

Workup

  1. customThe crude gum was purified by chromatography (silica; ether)

Sources & evidence

ORD record
ord-b98375ccc7814788a056ab74404619d4
Source dataset
uspto-grants-1993_03
Patent number
US05194439

Reaction notes

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