3-Pyridinemethanamine → HCID 20082005, compound

HRID 1609595

Reaction equation

HRID 1609595 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([CH2:7][O:8][C:9]2=[O:12])=[CH:5][CH:4]=1.[NH2:13][CH2:14][C:15]1[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=1>>[OH:8][CH2:7][C:6]1[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:11][C:10]=1[C:9]([NH:13][CH2:14][C:15]1[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=1)=[O:12]

Participants

3

Reactant 2

HCID 310183-PyridinemethanamineHCID 3305396-Methoxyphthalide

Product 1

HCID 20082005HCID 20082005, compoundYield 91.8%

Conditions

Temperature
150 °C

Procedure

A mixture of 919 mg of 6-methoxyisobenzofuran-1 (3H)-one and 1.82 g of 3-aminomethylpyridine was heated at 150° C. without solvent for 3 hours under stirring. After finishing the reaction, the mixture was chromatographed on a column of silica gel, eluting with ethyl acetate and then with tetrahydrofuran to give 1.40 g of the titled compound.

Workup

  1. customthe reaction
  2. customthe mixture was chromatographed on a column of silica gel
  3. washeluting with ethyl acetate

Sources & evidence

ORD record
ord-c962d1214f004a7bb3220bdf4e352a35
Source dataset
uspto-grants-1995_03
Patent number
US05401756

Linked notes

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