Hydrochloric Acid → HCID 19008804, compound

HRID 1742183Notes

Reaction equation

HRID 1742183 reaction equation
BrCC[C:4]1[C:9]2[C:10]([O:16][CH3:17])=[C:11]([C:13]([NH2:15])=[O:14])[S:12][C:8]=2[CH:7]=[CH:6][CH:5]=1.[CH:18]12[CH2:24][CH:21]([CH2:22][CH2:23]1)[CH2:20][CH:19]2[NH2:25].[CH2:26](N(CC)CC)[CH3:27].Cl>CN(C)C=O.O>[CH:18]12[CH2:24][CH:21]([CH2:22][CH2:23]1)[CH2:20][CH:19]2[NH:25][CH2:26][CH2:27][NH:15][C:13]([C:11]1[S:12][C:8]2[CH:7]=[CH:6][CH:5]=[CH:4][C:9]=2[C:10]=1[O:16][CH3:17])=[O:14]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 98480Exo-2-bornanamineHCID 19008812HCID 19008812, compound

Product 1

HCID 19008804HCID 19008804, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

A solution of 2-bromoethyl-3-methoxy benzothiophene-2-carboxamide (1.05 g) and 2-norbornylamine(0.42 g) in dry dimethyl formamide containing triethylamine (0.38 g) was heated under a nitrogen atmosphere at 80° C. for 8 hours. The solution was poured into water and extracted with ethyl acetate (3×50 ml), organic extracts washed with water (3×100 ml), dried and the solvent removed to give an oil which was converted to its hydrochloride to give N-[2-(2-norbornylamino) ethyl ]-3 -methoxy benzothiophene-2-carboxamide.

Workup

  1. extractionextracted with ethyl acetate (3×50 ml), organic extracts
  2. washwashed with water (3×100 ml)
  3. customdried
  4. customthe solvent removed
  5. customto give an oil which

Sources & evidence

ORD record
ord-a4487c6694a14185bf6fccf257f85b73
Source dataset
uspto-grants-1994_08
Patent number
US05338735

Reaction notes

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