Hydrochloric Acid → HCID 18700177, compound

HRID 2289334Notes

Reaction equation

HRID 2289334 reaction equation
[F:1][C:2]([F:40])([F:39])[CH2:3][O:4][C:5]1[CH:10]=[C:9]([NH:11]C(OC(C)(C)C)=O)[CH:8]=[CH:7][C:6]=1[CH2:19][C:20]([N:22]1[CH2:27][CH2:26][CH:25]([N:28]2[C:33]3[CH:34]=[CH:35][CH:36]=[CH:37][C:32]=3[CH2:31][O:30][C:29]2=[O:38])[CH2:24][CH2:23]1)=[O:21].Cl>CCOC(C)=O>[F:40][C:2]([F:1])([F:39])[CH2:3][O:4][C:5]1[CH:10]=[C:9]([NH2:11])[CH:8]=[CH:7][C:6]=1[CH2:19][C:20]([N:22]1[CH2:27][CH2:26][CH:25]([N:28]2[C:33]3[CH:34]=[CH:35][CH:36]=[CH:37][C:32]=3[CH2:31][O:30][C:29]2=[O:38])[CH2:24][CH2:23]1)=[O:21]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 18700091HCID 18700091, compound

Product 1

HCID 18700177HCID 18700177, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
0 °C

Procedure

Into a stirred solution of 1-(1-(2-(2,2,2-trifluoroethoxy)-4-(tert-butyloxycarbonylamino)phenylacetyl)piperidin-4-yl)-4H-3,1-benzoxazin-2(1H)-one (0.23 g, 0.41 mmol) from Step 10 above in EtOAc (75 mL) at 0° C. was bubbled HCl gas for 15 min. The resulting suspension was stirred at 0° C. for 45 min. Excess HCl was removed by bubbling argon though the mixture for 15 min. Ether (75 mL) was added and the cold suspension was filtered. The solids were washed with additional ether and dried under reduced pressure for 18 h to give the hydrochloride salt of the title compound as an amorphous white powder.

Workup

  1. customExcess HCl was removed
  2. customby bubbling argon though the mixture for 15 min
  3. additionEther (75 mL) was added
  4. filtrationthe cold suspension was filtered
  5. washThe solids were washed with additional ether
  6. customdried under reduced pressure for 18 h

Sources & evidence

ORD record
ord-a4d29dd0898942c8b0a6963e81d79d3d
Source dataset
uspto-grants-2000_07
Patent number
US06090805

Reaction notes

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