3-Pyridinemethanamine → 7-(4-chlorophenoxy)-2-(3-pyridylmethyl)-1 (2H)-isoquinolinone

HRID 1609603Notes

Reaction equation

HRID 1609603 reaction equation
[Cl:1][C:2]1[CH:19]=[CH:18][C:5]([O:6][C:7]2[CH:17]=[C:16]3[C:10]([CH:11]=[CH:12]O[C:14]3=[O:15])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.[NH2:20][CH2:21][C:22]1[CH:23]=[N:24][CH:25]=[CH:26][CH:27]=1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][C:7]2[CH:17]=[C:16]3[C:10]([CH:11]=[CH:12][N:20]([CH2:21][C:22]4[CH:23]=[N:24][CH:25]=[CH:26][CH:27]=4)[C:14]3=[O:15])=[CH:9][CH:8]=2)=[CH:18][CH:19]=1

Participants

3

Reactant 2

HCID 310183-PyridinemethanamineHCID 20082001HCID 20082001, compound

Product 1

HCID 152304787-(4-chlorophenoxy)-2-(3-pyridylmethyl)-1 (2H)-isoquinolinoneYield 72.9%

Conditions

Temperature
180 °C

Procedure

A mixture of 100 mg of 7-(4-chlorophenoxy)isocoumarin and 377 mg of 3-aminomethylpyridine was heated at 180° C. without solvent under stirring for 5 hours. After finishing the reaction, the mixture was chromatographed on a column of silica gel, eluting with ethyl acetate to give 97 mg 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-d13622414e284897b89799995bfbbd53
Source dataset
uspto-grants-1995_03
Patent number
US05401756

Reaction notes

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