HCID 57990286, compound → HCID 44467017, compound

HRID 2381624Notes

Reaction equation

HRID 2381624 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11]2[N:16]=[C:15]([N:17]3[CH2:22][CH2:21][CH:20]([CH2:23][NH:24]C(=O)OC(C)(C)C)[CH2:19][CH2:18]3)[C:14]([F:32])=[CH:13][N:12]=2)=[CH:6][CH:5]=1)(=[O:3])[NH2:2]>C(O)(C(F)(F)F)=O>[NH2:24][CH2:23][CH:20]1[CH2:21][CH2:22][N:17]([C:15]2[C:14]([F:32])=[CH:13][N:12]=[C:11]([NH:10][C:7]3[CH:6]=[CH:5][C:4]([C:1]([NH2:2])=[O:3])=[CH:9][CH:8]=3)[N:16]=2)[CH2:18][CH2:19]1

Participants

3

Reactant 1

HCID 57990286HCID 57990286, compound

Product 1

HCID 44467017HCID 44467017, compoundYield 63.1%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of tert-butyl (1-(2-(4-carbamoylphenylamino)-5-fluoropyrimidin-4-yl)piperidin-4-yl)methylcarbamate (10 mg, 0.023 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 4-(4-(4-(aminomethyl)piperidin-1-yl)-5-fluoropyrimidin-2-ylamino)benzamide (5 mg) MS 345.3 (M+H); UV 210.0, 281.8 nm.

Workup

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

Sources & evidence

ORD record
ord-81de23b0a20843d7bc7da2f9c1638456
Source dataset
uspto-grants-2012_09
Patent number
US08258144B2

Reaction notes

Loading…