Trifluoroacetic acid → HCID 178494011, compound

HRID 527809Notes

Reaction equation

HRID 527809 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[CH3:8][CH:9]([O:11][C:12]1[N:20]=[C:19]2[C:15]([N:16]=[C:17]([O:27][CH3:28])[N:18]2C2CCCCO2)=[C:14]([NH2:29])[N:13]=1)[CH3:10]>CO>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[CH3:10][CH:9]([O:11][C:12]1[NH:13][C:14]([NH2:29])=[C:15]2[C:19]([N:20]=1)=[N:18][C:17]([O:27][CH3:28])=[N:16]2)[CH3:8]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acid2×HCID 592525842-[(1-Methylethyl)oxy]-8-(methyloxy)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine

Product 1

HCID 178494011HCID 178494011, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Trifluoroacetic acid (1 ml, 12.98 mmol) was added to a stirred solution of 2-[(1-methylethyl)oxy]-8-(methyloxy)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6- amine (568 mg, 1.848 mmol) in methanol (10 ml) and the mixture was stirred at room temperature overnight. More trifluoroacetic acid (0.2 ml) was added and the reaction mixture stirred at room temperature for a further 1.5 hours and then evaporated in vacuo. The solid residue was triturated with ethyl acetate, collected by filtration, washed with ethyl acetate and dried in vacuo overnight to give the title compound as a white solid (405 mg).

Workup

  1. stirringthe reaction mixture stirred at room temperature for a further 1.5 hours
  2. customevaporated in vacuo
  3. customThe solid residue was triturated with ethyl acetate
  4. filtrationcollected by filtration
  5. washwashed with ethyl acetate
  6. customdried in vacuo overnight

Sources & evidence

ORD record
ord-c2346c84baff4d55a350356a1c1c2368
Source dataset
uspto-grants-2016_05
Patent number
US09346806B2

Reaction notes

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