Triethylamine → HCID 21362579, compound

HRID 1971039Notes

Reaction equation

HRID 1971039 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[CH:14]=[CH:13][C:10]([CH2:11][NH2:12])=[CH:9][CH:8]=1.CCN(CC)CC.[Cl:22][C:23]1[N:31]=[C:30]2[C:26]([NH:27][CH:28]=[N:29]2)=[C:25](Cl)[N:24]=1>CCCCO>[Cl:22][C:23]1[N:31]=[C:30]2[C:26]([NH:27][CH:28]=[N:29]2)=[C:25]([NH:12][CH2:11][C:10]2[CH:9]=[CH:8][C:7]([C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=3)=[CH:14][CH:13]=2)[N:24]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 53244122,6-DichloropurineHCID 22337704(4-Pyridin-2-ylphenyl)methanamine

Product 1

HCID 21362579HCID 21362579, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
110 °C

Procedure

4-(2-Pyridyl)benzylamine (2.0 g, 1.05 mmol) and 3 ml of NEt3 are added to a solution of 2,6-dichloropurine (2.3 g, 10 mmol) in 20 ml of n-BuOH. After heating at 110° C. for 3 h, the mixture is cooled to 20° C. and the solid is filtered off, washed with 5 ml of cold butanol and then dried under vacuum. Yd=85. M.p. >250° C. 1H NMR (d6-DMSO) δ 4.80 (s, 2H, CH2); 7.20 (m, 1H, Hpyridyl); 7.45 (d, 2H, Hphenyl); 7.72 (m, 2H, Hpyridyl); 7.95 (m, 3H, Hphenyl and H-8), 8.54 (d, 1H, J=4.8 Hz, Hpyridyl).

Workup

  1. temperaturethe mixture is cooled to 20° C.
  2. filtrationthe solid is filtered off
  3. washwashed with 5 ml of cold butanol
  4. customdried under vacuum

Sources & evidence

ORD record
ord-6b60ee69b4cc45ccaac55db7035775cf
Source dataset
uspto-grants-2013_04
Patent number
US08431583B2

Reaction notes

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