3-(Trifluoromethyl)benzylamine → 1-Propyl-8-[6-(3-trifluoromethyl-benzylamino)-pyridin-3-yl]-3,7-dihydro-purine-2,6-dione

HRID 925558Notes

Reaction equation

HRID 925558 reaction equation
Cl[C:2]1[N:7]=[CH:6][C:5]([C:8]2[NH:16][C:15]3[C:14](=[O:17])[N:13]([CH2:18][CH2:19][CH3:20])[C:12](=[O:21])[NH:11][C:10]=3[N:9]=2)=[CH:4][CH:3]=1.[F:22][C:23]([F:33])([F:32])[C:24]1[CH:25]=[C:26]([CH:29]=[CH:30][CH:31]=1)[CH2:27][NH2:28]>>[CH2:18]([N:13]1[C:14](=[O:17])[C:15]2[NH:16][C:8]([C:5]3[CH:6]=[N:7][C:2]([NH:28][CH2:27][C:26]4[CH:29]=[CH:30][CH:31]=[C:24]([C:23]([F:22])([F:32])[F:33])[CH:25]=4)=[CH:3][CH:4]=3)=[N:9][C:10]=2[NH:11][C:12]1=[O:21])[CH2:19][CH3:20]

Participants

3

Reactant 2

HCID 759623-(Trifluoromethyl)benzylamineHCID 866648168-(6-Chloro-pyridin-3-yl)-1-propyl-3,7-dihydro-purine-2,6-dione

Product 1

HCID 674976141-Propyl-8-[6-(3-trifluoromethyl-benzylamino)-pyridin-3-yl]-3,7-dihydro-purine-2,6-dione

Conditions

Temperature
200 °C

Procedure

A mixture of 8-(6-Chloro-pyridin-3-yl)-1-propyl-3,7-dihydro-purine-2,6-dione (0.5 g, 1.6 mmol) and 3-Trifluoromethyl-benzylamine (3 ml) was stirred in sealed tube for 48 hours at 200° C. Reaction mixture was cooled and filtered, washed with ethanol to get 1-Propyl-8-[6-(3-trifluoromethyl-benzylamino)-pyridin-3-yl]-3,7-dihydro-purine-2,6-dione as off white solid (0.61 g, 84%).

Workup

  1. customReaction mixture
  2. temperaturewas cooled
  3. filtrationfiltered
  4. washwashed with ethanol

Sources & evidence

ORD record
ord-5f3752f8c7f44ddd97d4f2b23718149d
Source dataset
uspto-grants-2016_03
Patent number
US09284316B2

Reaction notes

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