Ethyl 4-bromobutyrate → HCID 22922146, compound

HRID 2258519Notes

Reaction equation

HRID 2258519 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([C:12]3[O:13][C:14]4[CH:20]=[CH:19][C:18]([NH2:21])=[CH:17][C:15]=4[CH:16]=3)=[N:9]2)=[CH:4][CH:3]=1.C(=O)(O)[O-].[Na+].Br[CH2:28][CH2:29][CH2:30][C:31]([O:33][CH2:34][CH3:35])=[O:32]>CN(C)P(=O)(N(C)C)N(C)C>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([C:12]3[O:13][C:14]4[CH:20]=[CH:19][C:18]([NH:21][CH2:28][CH2:29][CH2:30][C:31]([O:33][CH2:34][CH3:35])=[O:32])=[CH:17][C:15]=4[CH:16]=3)=[N:9]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 76300Ethyl 4-bromobutyrateHCID 516892Sodium BicarbonateHCID 22922147HCID 22922147, compound

Product 1

HCID 22922146HCID 22922146, compoundYield 55.1%

Reagents, catalysts & solvents 1

HCID 12679HexamethylphosphoramideSolvent

Procedure

A mixture of 7-Chloro-2-(5-aminobenzofuran-2-yl)-quinoline (0.17 g), sodium bicarbonate (0.2 g), ethyl 4-bromobutyrate (0.12 g) in hexamethylphosphoric triamide ml) was stirred at ambient temperature for 1 day. The resulting mixture was poured into ice-water. The appeared precipitates were collected by filtration, washed with water, and recrystallized from ethanol to give 7-chloro-2-[5-(3-ethoxycarbonylpropylamino)benzofuran-2-yl]quinoline (0.13 g).

Workup

  1. customThe appeared precipitates
  2. filtrationwere collected by filtration
  3. washwashed with water
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-61025350e0fc4096a8946058c73ff505
Source dataset
uspto-grants-1997_08
Patent number
US05661159

Reaction notes

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