2-Amino-2-methyl-1-propanol → 7-Methoxy-3-(4,5-dihydro-4,4-dimethyl-2-oxazolyl)quinoline

HRID 1011427Notes

Reaction equation

HRID 1011427 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[C:8]([C:13]#[N:14])[CH:9]=[N:10]2)=[CH:5][CH:4]=1.N[C:16]([CH3:20])([CH3:19])[CH2:17][OH:18]>ClC1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[C:8]([C:13]3[O:18][CH2:17][C:16]([CH3:20])([CH3:19])[N:14]=3)[CH:9]=[N:10]2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 118072-Amino-2-methyl-1-propanolHCID 154022003-Cyano-7-methoxyquinoline

Product 1

HCID 231597597-Methoxy-3-(4,5-dihydro-4,4-dimethyl-2-oxazolyl)quinoline

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

A solution of 7-methoxy-3-cyanoquinoline reported in Tetrahedron Letters 39, 1998, 4013-4016 (1.84 g, 10 mmol) and 2-amino-2-methyl-1-propanol (0.90 g, 10 mmol) in chlorobenzene under nitrogen atmosphere is refluxed for 2 days. The solvent is evaporated under vacuum to afford the desired compound

Workup

  1. temperatureis refluxed for 2 days
  2. customThe solvent is evaporated under vacuum

Sources & evidence

ORD record
ord-18127656e41b453dbea074895ec3edfe
Source dataset
uspto-grants-2011_07
Patent number
US07977354B2

Reaction notes

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