HCID 57990380, compound → HCID 44468092, compound

HRID 2381623Notes

Reaction equation

HRID 2381623 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:14]=[CH:13][C:12]([N:15]([CH3:19])[C:16](=[O:18])[CH3:17])=[CH:11][CH:10]=2)=[N:6][CH:7]=1>C(O)(C(F)(F)F)=O>[NH2:27][CH2:26][CH:23]1[CH2:22][CH2:21][N:20]([C:3]2[C:2]([F:1])=[CH:7][N:6]=[C:5]([NH:8][C:9]3[CH:14]=[CH:13][C:12]([N:15]([CH3:19])[C:16](=[O:18])[CH3:17])=[CH:11][CH:10]=3)[N:4]=2)[CH2:25][CH2:24]1

Participants

3

Reactant 1

HCID 57990380HCID 57990380, compound

Product 1

HCID 44468092HCID 44468092, compoundYield 51.6%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of tert-butyl (1-(5-fluoro-2-(4-(N-methylacetamido)phenylamino)pyrimidin-4-yl)piperidin-4-yl)methylcarbamate (60 mg, 0.13 mmol) in TFA (2 mL) was stirred at room temperature for 60 min. TFA was removed in vacuo. The residue was purified by HPLC to give N-(4-(4-(4-(aminomethyl)piperidin-1-yl)-5-fluoropyrimidin-2-ylamino)phenyl)-N-methylacetamide (25 mg). MS 373.3 (M+H); UV 201.8, 266.8 nm.

Workup

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

Sources & evidence

ORD record
ord-76c9679f2ae340019a65c3e4a8c9da0d
Source dataset
uspto-grants-2012_09
Patent number
US08258144B2

Reaction notes

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