2,4,6-Trimethylpyridine → HCID 19906396, compound

HRID 2371790Notes

Reaction equation

HRID 2371790 reaction equation
Br[CH:2]1[CH2:11][CH2:10][C:9]2[C:4](=[CH:5][C:6]([NH:12][C:13](=[O:20])[CH2:14][CH:15]3[CH2:19][CH2:18][CH2:17][CH2:16]3)=[CH:7][CH:8]=2)[C:3]1=[O:21].N1C(C)=CC(C)=CC=1C>O1CCCC1>[CH:15]1([CH2:14][C:13]([NH:12][C:6]2[CH:5]=[C:4]3[C:9]([CH:10]=[CH:11][CH:2]=[C:3]3[OH:21])=[CH:8][CH:7]=2)=[O:20])[CH2:19][CH2:18][CH2:17][CH2:16]1

Participants

4

Reactant 2

HCID 79532,4,6-TrimethylpyridineHCID 19906403HCID 19906403, compound

Product 1

HCID 19906396HCID 19906396, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
160 °C

Procedure

A mixture of 2-bromo-7-cyclopentylacetamido-1-tetralone (1.1 g) and collidine (12 ml) was heated at 160° C. for 2 h. After cooling, the reaction mixture was diluted with 1:9 tetrahydrofuran:ethyl acetate, washed (1N HCl (4 times), brine), dried (MgSO4) and evaporated to give 7-cyclopentylacetamido-1-napthol (quantitative) as a brown glassy solid which was used without further purification.

Workup

  1. temperatureAfter cooling
  2. washethyl acetate, washed (1N HCl (4 times), brine)
  3. dry with materialdried (MgSO4)
  4. customevaporated

Sources & evidence

ORD record
ord-af575ad36742488fb009b42953605017
Source dataset
uspto-grants-1992_03
Patent number
US05095038

Reaction notes

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