Trifluoroacetic acid → HCID 67434553, compound

HRID 408819Notes

Reaction equation

HRID 408819 reaction equation
FC(F)(F)C(O)=O.[Cl:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]1[N:16]([CH2:38][C:39]([OH:42])([CH3:41])[CH3:40])[C:17]2[C:22]([N:23]=1)=[C:21]([N:24]1[CH2:29][CH2:28][N:27](C(OC(C)(C)C)=O)[CH2:26][CH2:25]1)[N:20]=[C:19]([CH3:37])[N:18]=2>ClCCl>[Cl:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]1[N:16]([CH2:38][C:39]([CH3:41])([OH:42])[CH3:40])[C:17]2[C:22]([N:23]=1)=[C:21]([N:24]1[CH2:25][CH2:26][NH:27][CH2:28][CH2:29]1)[N:20]=[C:19]([CH3:37])[N:18]=2

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 58459100HCID 58459100, compound

Product 1

HCID 67434553HCID 67434553, compoundYield 98.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Add trifluoroacetic acid (10 mL) to a solution of tert-butyl 4-[8-(2-chlorophenyl)-9-(2-hydroxy-2-methyl-propyl)-2-methyl-purin-6-yl]piperazine-1-carboxylate (1.9 g, 0.0038 mol) in dichloromethane (10 mL) at 0° C. and stir for 2 h at room temperature. Quench the reaction mixture with saturated sodium bicarbonate solution and extract with dichloromethane. Dry the organic layer over anhydrous sodium sulfate, filter, and concentrate to give the title compound (1.5 g). ES/MS m/z 401 (M+1).

Workup

  1. customQuench the reaction mixture with saturated sodium bicarbonate solution
  2. extractionextract with dichloromethane
  3. dry with materialDry the organic layer over anhydrous sodium sulfate
  4. filtrationfilter
  5. concentrationconcentrate

Sources & evidence

ORD record
ord-aa4633b43b044fd9abd86f82fdd69e8f
Source dataset
uspto-grants-2014_06
Patent number
US08759360B2

Reaction notes

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