Methanol → HCID 20237795, compound

HRID 365214Notes

Reaction equation

HRID 365214 reaction equation
[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH:2]1[O:4][CH2:3]1.[NH2:12][CH2:13][CH2:14][NH:15][C:16]1[N:21]=[CH:20][N:19]=[C:18]2[NH:22][N:23]=[CH:24][C:17]=12.CO>C(Cl)Cl.CO>[O:5]([CH2:1][CH:2]([OH:4])[CH2:3][NH:12][CH2:13][CH2:14][NH:15][C:16]1[N:21]=[CH:20][N:19]=[C:18]2[NH:22][N:23]=[CH:24][C:17]=12)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 31217Phenyl glycidyl etherHCID 20237824HCID 20237824, compound

Product 1

HCID 20237795HCID 20237795, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

3.2 g. Phenyl glycidyl ether and 5.9 g. 4-(2-aminoethylamino)-pyrazolo[3,4-d]pyrimidine are stirred in 100 ml. methanol for 24 hours at ambient temperature and then for 5 hours at 80° C. Solid material (0.8 g.) is then filtered off with suction, the filtrate is evaporated and the yellowish oil obtained is dissolved in methylene chloride-methanol (9:1 v/v) and purified chromatographically in the manner described in Example 50. There is obtained 1.8 g. (26% of theory) of the desired product in the form of colorless crystals; m.p. 142°-144° C., after recrystallization from ethanol.

Workup

  1. filtrationSolid material (0.8 g.) is then filtered off with suction
  2. customthe filtrate is evaporated
  3. customthe yellowish oil obtained
  4. custompurified chromatographically in the manner
  5. customThere is obtained 1.8 g

Sources & evidence

ORD record
ord-ead029d28c904ba682fac5b89878a2a5
Source dataset
uspto-grants-1986_08
Patent number
US04608383

Reaction notes

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