Pyridine → HCID 19611639, compound

HRID 1602411Notes

Reaction equation

HRID 1602411 reaction equation
[C:1](OC(=O)C)(=[O:3])[CH3:2].[Cl:8][C:9]1[CH:10]=[CH:11][C:12]2[O:16][CH:15]=[CH:14][C:13]=2[C:17]=1[CH2:18][CH2:19][CH2:20][NH2:21].ClC1C(CCCN)=CC2OC=CC=2C=1.N1C=CC=CC=1>C1COCC1>[Cl:8][C:9]1[CH:10]=[CH:11][C:12]2[O:16][CH:15]=[CH:14][C:13]=2[C:17]=1[CH2:18][CH2:19][CH2:20][NH:21][C:1](=[O:3])[CH3:2]

Participants

6

Reactant 4

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 19611654HCID 19611654, compoundHCID 19611684HCID 19611684, compound

Product 1

HCID 19611639HCID 19611639, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Acetic anhydride (1.95 ml) was added dropwise to a solution of 3-(5-chloro-benzofuran-4-yl)-propylamine mixture with 3-(5-chloro-benzofuran-6-yl)-propylamine (2.86 g) and pyridine (2.2 ml) in dry THF (70 ml) at 0° under nitrogen. The mixture was stirred at room temperature for 3 h, then evaporated to dryness in vacuo . The residue was purified by HPLC (CN-PK5-10530 column). Eluting with 5% isopropanol/heptane gave the title compound as a colourless solid (1.37 g) mp 82-83° C.

Workup

  1. customevaporated to dryness in vacuo
  2. customThe residue was purified by HPLC (CN-PK5-10530 column)
  3. washEluting with 5% isopropanol/heptane

Sources & evidence

ORD record
ord-6befb02589014c4190ab73e38df902d2
Source dataset
uspto-grants-1999_11
Patent number
US05981572

Reaction notes

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