Trifluoroacetic acid → (R)-5-methyl-4-(piperidin-4-yl)-6,7-dihydro-5H-cyclopenta[d]pyrimidine

HRID 2192447Notes

Reaction equation

HRID 2192447 reaction equation
C(O)(C(F)(F)F)=O.[CH3:8][C@H:9]1[C:17]2[C:16]([CH:18]3[CH2:23][CH2:22][N:21](C(OC(C)(C)C)=O)[CH2:20][CH2:19]3)=[N:15][CH:14]=[N:13][C:12]=2[CH2:11][CH2:10]1>C(Cl)Cl>[CH3:8][C@H:9]1[C:17]2[C:16]([CH:18]3[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]3)=[N:15][CH:14]=[N:13][C:12]=2[CH2:11][CH2:10]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67436185(R)-tert-butyl 4-(5-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)piperidine-1-carboxylate

Product 1

HCID 67438320(R)-5-methyl-4-(piperidin-4-yl)-6,7-dihydro-5H-cyclopenta[d]pyrimidine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

TFA (193 μL, 2.50 mmol) was added to a solution of (R)-tert-butyl 4-(5-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)piperidine-1-carboxylate (32 mg, 0.10 mmol) in DCM (1 mL). The mixture was stirred at room temperature for 1 hour and concentrated to give (R)-5-methyl-4-(piperidin-4-yl)-6,7-dihydro-5H-cyclopenta[d]pyrimidine as an oil, which was used further without purification.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-9d07b469b7d14a7bbda63bcff3e9fb3d
Source dataset
uspto-grants-2012_12
Patent number
US08329709B2

Reaction notes

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