HCID 86636611, compound → HCID 44467019, compound

HRID 2281399Notes

Reaction equation

HRID 2281399 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-ceefacc9defb44499a76ae8b865ed87a
Source dataset
uspto-grants-2015_09
Patent number
US09139581B2

Reaction notes

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