Dichloromethane → HCID 178494826, compound

HRID 1244763Notes

Reaction equation

HRID 1244763 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-38a905a5de9143e092fb45816364d672
Source dataset
uspto-grants-2006_10
Patent number
US07122665B2

Reaction notes

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