Trifluoroacetic acid → HCID 18700124, compound

HRID 2289351Notes

Reaction equation

HRID 2289351 reaction equation
[F:1][C:2]([F:41])([F:40])[CH2:3][O:4][C:5]1[CH:10]=[C:9]([O:11][CH2:12][C:13]([O:15]C(C)(C)C)=[O:14])[CH:8]=[CH:7][C:6]=1[CH2:20][C:21]([N:23]1[CH2:28][CH2:27][CH:26]([N:29]2[C:34]3[CH:35]=[CH:36][CH:37]=[CH:38][C:33]=3[CH2:32][O:31][C:30]2=[O:39])[CH2:25][CH2:24]1)=[O:22].C(O)(C(F)(F)F)=O>C(Cl)Cl>[F:41][C:2]([F:1])([F:40])[CH2:3][O:4][C:5]1[CH:10]=[C:9]([O:11][CH2:12][C:13]([OH:15])=[O:14])[CH:8]=[CH:7][C:6]=1[CH2:20][C:21]([N:23]1[CH2:24][CH2:25][CH:26]([N:29]2[C:34]3[CH:35]=[CH:36][CH:37]=[CH:38][C:33]=3[CH2:32][O:31][C:30]2=[O:39])[CH2:27][CH2:28]1)=[O:22]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 18700179HCID 18700179, compound

Product 1

HCID 18700124HCID 18700124, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1-(1-(2-(2,2,2-trifluoroethoxy)-4-(tert-butyloxycarbonylmethoxy)-phenylacetyl)piperidin-4-yl)-4H-3,1-benzoxazin-2(1H)-one (0.72 mg, 1.2 mmol) from Step 1 above in CH2Cl2 (20 mL) was added TFA (20 mL). After standing at ambient temperature for 1.5 h the solvents were removed under reduced pressure and the residue was purified by preparative reverse phase HPLC using a H2O:CH3CN gradient containing 0.1% TFA. The product-containing fractions were combined and lyophilized to give the title compound as an amorphous powder.

Workup

  1. customthe solvents were removed under reduced pressure
  2. customthe residue was purified by preparative reverse phase HPLC
  3. additionCH3CN gradient containing 0.1% TFA

Sources & evidence

ORD record
ord-eec718ec70514116809c872a9d1a4046
Source dataset
uspto-grants-2000_07
Patent number
US06090805

Reaction notes

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