Dichloromethane → HCID 178494826, compound

HRID 2218210Notes

Reaction equation

HRID 2218210 reaction equation
Cl[C:2]1[N:10]=[C:9]([CH2:11][CH2:12][O:13][CH3:14])[N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][NH:6]2.[NH:15]1[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1.ClCCl>O>[CH3:14][O:13][CH2:12][CH2:11][C:9]1[N:8]=[C:7]2[C:3]([N:4]=[CH:5][NH:6]2)=[C:2]([N:15]2[CH2:20][CH2:19][O:18][CH2:17][CH2:16]2)[N:10]=1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 8083MorpholineHCID 178494823HCID 178494823, compound

Product 1

HCID 178494826HCID 178494826, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

6-Chloro-2-(2-methoxy-ethyl)-9H-purine (0.5 g, 2.4 mmol, synthesized by following the procedure reported by Crespo and al.(Journal of Medicinal Chemistry, 1998, Vol. 41, No. 21, p. 4024) was heated in morpholine (1 mL, 5 eq) at 150° C. for 15 minutes. Reaction mixture was cooled to room temperature and distributed between dichloromethane and water. Organic layer was washed 2 times with water, then with brine, dried over MgSO4 and 2-(2-methoxy-ethyl)6-morpholin-4-yl-9H-purine (0.46 g, 75%) was isolated by column chromatography.

Workup

  1. customReaction mixture
  2. washOrganic layer was washed 2 times with water
  3. dry with materialwith brine, dried over MgSO4

Sources & evidence

ORD record
ord-df8a88aaf03b44efa49a656140ec45a4
Source dataset
uspto-grants-2008_08
Patent number
US07410990B2

Reaction notes

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