2-Pyridinemethanamine → HCID 136051304, compound

HRID 1534945Notes

Reaction equation

HRID 1534945 reaction equation
[NH2:1][CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=1.[O:9]=[C:10]1[NH:18][CH:17]=[N:16][C:15]2[N:14]([CH2:19][CH2:20][C:21](OCC)=[O:22])[CH:13]=[N:12][C:11]1=2>C(#N)C>[O:9]=[C:10]1[NH:18][CH:17]=[N:16][C:15]2[N:14]([CH2:19][CH2:20][C:21]([NH:1][CH2:2][C:3]3[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=3)=[O:22])[CH:13]=[N:12][C:11]1=2

Participants

4

Reactant 2

HCID 195092-PyridinemethanamineHCID 135794781Ethyl 3-(6-oxo-3,6-dihydro-9H-purin-9-yl)propanoate

Product 1

HCID 136051304HCID 136051304, compoundYield 84.4%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
110 °C

Procedure

0.500 g (4.62 mmol) of 2-(aminomethyl)pyridine and 0.250 g (1.06 mmol) of 3-(1,6-dihydro-6-oxo-9H-purin-9-yl)propionic acid, ethyl ester (AIT-0027) were heated together with stirring in a 10 ml round bottom flask at 110° C. for 90 minutes. The solution solidified and was cooled to room temperature. 10 ml of acetonitrile was added and the solid was broken up with a spatula until a fine white precipitate was formed. The solid was collected by Buchner vacuum filtration and the solid was washed with acetonitrile and ether to yield 267 mg of 3-(1,6-dihydro-6-oxo-9H-purin-9-yl)-N-[(2-pyridinyl)methyl]propanamide (AIT-0063) as a white solid. Yield: 84%.

Workup

  1. temperaturewas cooled to room temperature
  2. customwas formed
  3. filtrationThe solid was collected by Buchner vacuum filtration
  4. washthe solid was washed with acetonitrile and ether

Sources & evidence

ORD record
ord-8dce36dbc07f4af48e0841f476bb3ce5
Source dataset
uspto-grants-1992_02
Patent number
US05091432

Reaction notes

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