Butylamine → N-Butyl-3-methyl-6-phenyl[1,2]oxazolo[5,4-b]pyridin-4-amine

HRID 1287648Notes

Reaction equation

HRID 1287648 reaction equation
Cl[C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:5]=[C:4]2[O:14][N:15]=[C:16]([CH3:17])[C:3]=12.[CH2:18]([NH2:22])[CH2:19][CH2:20][CH3:21]>O>[CH2:18]([NH:22][C:2]1[C:3]2[C:16]([CH3:17])=[N:15][O:14][C:4]=2[N:5]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:7]=1)[CH2:19][CH2:20][CH3:21]

Participants

4

Reactant 2

HCID 8007ButylamineHCID 215056964-Chloro-3-methyl-6-phenyl[1,2]oxazolo[5,4-b]pyridine

Product 1

HCID 21505697N-Butyl-3-methyl-6-phenyl[1,2]oxazolo[5,4-b]pyridin-4-amine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

12.2 g. of 4-chloro-3methyl-6-phenylisoxazolo[5,4-b]-pyridine (0.05 mol.) are added to 150 ml. of n-butylamine. The reaction mixture is heated at 150°-160° for 3 hours in an autoclave and, after cooling to room temperature, is evaported in vacuo. The residue is treated with water, filtered off and dried. 14.1 g. (100%) of N-butyl-3-methyl-6-phenylisoxazolo[5,4-b]pyridin-4-amine are recrystallized from a mixture of ligroin and ethylacetate (3:1), m.p. 126°-127°.

Workup

  1. temperatureThe reaction mixture is heated at 150°-160° for 3 hours in an autoclave
  2. filtrationfiltered off
  3. customdried
  4. custom(100%) of N-butyl-3-methyl-6-phenylisoxazolo[5,4-b]pyridin-4-amine are recrystallized from a mixture of ligroin and ethylacetate (3:1), m.p. 126°-127°

Sources & evidence

ORD record
ord-7710d5751c8e4d2cb483149d4703fade
Source dataset
uspto-grants-1976_10
Patent number
US03985760

Reaction notes

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