3-Pyridinemethanamine → HCID 10069967, compound

HRID 1463430Notes

Reaction equation

HRID 1463430 reaction equation
[CH2:1]([O:8][C:9]1[C:18]([O:19][CH3:20])=[CH:17][C:12]2[N:13]=[C:14](Br)[S:15][C:11]=2[C:10]=1[O:21][CH3:22])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:23][CH2:24][C:25]1[CH:26]=[N:27][CH:28]=[CH:29][CH:30]=1>O>[CH2:1]([O:8][C:9]1[C:18]([O:19][CH3:20])=[CH:17][C:12]2[N:13]=[C:14]([NH:23][CH2:24][C:25]3[CH:26]=[N:27][CH:28]=[CH:29][CH:30]=3)[S:15][C:11]=2[C:10]=1[O:21][CH3:22])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 310183-PyridinemethanamineHCID 15284310HCID 15284310, compound

Product 1

HCID 10069967HCID 10069967, compoundYield 88.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 0.38 g of 6-benzyloxy-2-bromo-5,7-dimethoxybenzothiazole and 0.32 g of 3-aminomethylpyridine was heated and stirred at 120° C. for 4 hours. After adding water, the mixture was extracted with ethyl acetate and the organic layer was dried over magnesium sulfate. After distilling off the solvent, the obtained crude product was crystallized from ether. Thus 0.36 g of the title compound was obtained.

Workup

  1. temperaturewas heated
  2. extractionthe mixture was extracted with ethyl acetate
  3. dry with materialthe organic layer was dried over magnesium sulfate
  4. distillationAfter distilling off the solvent
  5. customthe obtained crude product
  6. customwas crystallized from ether

Sources & evidence

ORD record
ord-aa53c591ac5a4534b03bc9f1e7da46f7
Source dataset
uspto-grants-1994_04
Patent number
US05300518

Reaction notes

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