Water → HCID 86664792, compound

HRID 2047209Notes

Reaction equation

HRID 2047209 reaction equation
Br[C:2]1[C:3](CNC2C[C@H](C)O[C@H](C)C2)=[N:4][C:5]2[N:6]([N:25]=[CH:26][C:27]=2[C:28]2[CH:29]=[N:30][C:31]3[C:36]([CH:37]=2)=[CH:35][C:34]([F:38])=[CH:33][CH:32]=3)[C:7]=1[N:8](COCC[Si](C)(C)C)COCC[Si](C)(C)C.O>C(O)(C(F)(F)F)=O>[F:38][C:34]1[CH:35]=[C:36]2[C:31](=[CH:32][CH:33]=1)[N:30]=[CH:29][C:28]([C:27]1[CH:26]=[N:25][N:6]3[C:7]([NH2:8])=[CH:2][CH:3]=[N:4][C:5]=13)=[CH:37]2

Participants

4

Reactant 2

HCID 962Water2×HCID 66738579HCID 66738579, compound

Product 1

HCID 86664792HCID 86664792, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent2×

Procedure

To a 6-bromo-5-(((2R,6S)-2,6-dimethyltetrahydro-2H-pyran-4-ylamino)methyl)-3-(6-fluoroquinolin-3-yl)-N,N-bis((2-(trimethylsilyl)ethoxy)methyl)pyrazolo[1,5-a]pyrimidin-7-amine (69.3 mg, 0.09 mmol) in TFA (2 ml) was added few drops of water and stirring continued for 2 h at room temperature. LC/MS showed no starting material remaining. TFA along with water was rotoevaporated. This crude compound was submitted to the analytical group for purification to afford the desired 6-bromo-5-((2R,6S)-2,6-dimethyltetrahydro-2H-pyran-4-ylamino)methyl)-3-(6-fluoroquinolin-3-yl)pyrazolo[1,5-a]pyrimidin-7-amine. LCMS: 3.157 mins, m/z=499.0 (MH+).

Workup

  1. customThis crude compound was submitted to the analytical group for purification

Sources & evidence

ORD record
ord-e16a100fe6fa494388fc67a66362a1c6
Source dataset
uspto-grants-2013_11
Patent number
US08591943B2

Reaction notes

Loading…