Trifluoroacetic acid → HCID 178461297, compound

HRID 2194589Notes

Reaction equation

HRID 2194589 reaction equation
[Br:1][C:2]1[C:3]([O:16][CH:17]2[CH2:20][N:19](C(OC(C)(C)C)=O)[CH2:18]2)=[N:4][C:5]([NH:8][C@H:9]2[CH2:14][CH2:13][C@@H:12]([CH3:15])[CH2:11][CH2:10]2)=[N:6][CH:7]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH:19]1[CH2:18][CH:17]([O:16][C:3]2[C:2]([Br:1])=[CH:7][N:6]=[C:5]([NH:8][C@H:9]3[CH2:14][CH2:13][C@@H:12]([CH3:15])[CH2:11][CH2:10]3)[N:4]=2)[CH2:20]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178452418HCID 178452418, compound

Product 1

HCID 178461297HCID 178461297, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To tert-butyl 3-(5-bromo-2-(cis-4-methylcyclohexylamino)pyrimidin-4-yloxy)azetidine-1-carboxylate (6.5 g, 14 mmol) in DCM (25 mL) was added TFA (4 mL). The mixture was stirred at room temperature for 4 h, diluted with DCM, washed with 1N NaOH solution, water, dried over sodium sulfate, filtered and concentrated to dryness. MS (ESI) m/z Calc. 340.1 (M+). Found: 342.1 (M++2).

Workup

  1. washwashed with 1N NaOH solution, water
  2. dry with materialdried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-272ed7c371ea41f580a42a8280adce68
Source dataset
uspto-grants-2012_12
Patent number
US08334292B1

Reaction notes

Loading…