Trifluoroacetic acid → 5-[6-Morpholin-4-yl-8-piperazin-1-yl-9-(2,2,2-trifluoroethyl)-9H-purin-2-yl]pyrimidin-2-amine trifluoroacetate

HRID 1876566

Reaction equation

HRID 1876566 reaction equation
[N:1]1([C:7]2[N:15]=[C:14]([C:16]3[CH:17]=[N:18][C:19]([NH:22]C(=O)OC(C)(C)C)=[N:20][CH:21]=3)[N:13]=[C:12]3[C:8]=2[N:9]=[C:10]([N:35]2[CH2:40][CH2:39][NH:38][CH2:37][CH2:36]2)[N:11]3[CH2:30][C:31]([F:34])([F:33])[F:32])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[F:41][C:42]([F:47])([F:46])[C:43]([OH:45])=[O:44]>C(Cl)Cl>[F:41][C:42]([F:47])([F:46])[C:43]([OH:45])=[O:44].[N:1]1([C:7]2[N:15]=[C:14]([C:16]3[CH:17]=[N:18][C:19]([NH2:22])=[N:20][CH:21]=3)[N:13]=[C:12]3[C:8]=2[N:9]=[C:10]([N:35]2[CH2:36][CH2:37][NH:38][CH2:39][CH2:40]2)[N:11]3[CH2:30][C:31]([F:32])([F:34])[F:33])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59333500tert-Butyl{5-[6-morpholin-4-yl-8-piperazin-1-yl-9-(2,2,2-trifluoroethyl)-9H-purin-2-yl]pyrimidin-2-yl}carbamate

Product 1

HCID 866419965-[6-Morpholin-4-yl-8-piperazin-1-yl-9-(2,2,2-trifluoroethyl)-9H-purin-2-yl]pyrimidin-2-amine trifluoroacetateYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-Butyl {5-[6-morpholin-4-yl-8-piperazin-1-yl-9-(2,2,2-trifluoroethyl)-9H-purin-2-yl]pyrimidin-2-yl}carbamate (1.18 g, 2.09 mmol) was dissolved in methylene chloride (10 ml) followed by the addition of trifluoroacetic acid (10 ml) with ice cooling and the resulting mixture was stirred at room temperature for 2 hours. The solvent was evaporated under reduced pressure followed by the addition of toluene and evaporated again under reduced pressure to give the title compound (1.5 g, 100%) as a yellow solid.

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. additionfollowed by the addition of toluene
  3. customevaporated again under reduced pressure

Sources & evidence

ORD record
ord-e6d850745ff54e2395f4ffb43a5875d7
Source dataset
uspto-grants-2012_11
Patent number
US08309546B2

Linked notes

Loading…