HCID 86636611, compound → HCID 44467019, compound

HRID 2381625Notes

Reaction equation

HRID 2381625 reaction equation
[F:1][C:2]1[C:3]([N:20]2[CH2:25][CH2:24][CH:23]([CH2:26][NH:27]C(=O)OC(C)(C)C)[CH2:22][CH2:21]2)=[N:4][C:5]([NH:8][C:9]2[CH:10]=[C:11]3[C:16](=[CH:17][CH:18]=2)[NH:15][C:14](=[O:19])[CH2:13][CH2:12]3)=[N:6][CH:7]=1>C(O)(C(F)(F)F)=O>[NH2:27][CH2:26][CH:23]1[CH2:24][CH2:25][N:20]([C:3]2[C:2]([F:1])=[CH:7][N:6]=[C:5]([NH:8][C:9]3[CH:10]=[C:11]4[C:16](=[CH:17][CH:18]=3)[NH:15][C:14](=[O:19])[CH2:13][CH2:12]4)[N:4]=2)[CH2:21][CH2:22]1

Participants

3

Reactant 1

HCID 86636611HCID 86636611, compound

Product 1

HCID 44467019HCID 44467019, compoundYield 67.5%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of tert-butyl (1-(5-fluoro-2-(2-oxo-1,2,3,4-tetrahydroquinolin-6-ylamino)pyrimidin-4-yl)piperidin-4-yl)methylcarbamate (55 mg, 0.12 mmol) in TFA (3 mL) was stirred at room temperature for 60 min. TFA was removed in vacuo. The residue was purified by HPLC to give the titled compound (30 mg) MS 371.3 (M+H); UV 206.8, 274.8 nm.

Workup

  1. customTFA was removed in vacuo
  2. customThe residue was purified by HPLC

Sources & evidence

ORD record
ord-a2e2e6dc80f2430a8bea641f1c1feb31
Source dataset
uspto-grants-2012_09
Patent number
US08258144B2

Reaction notes

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