Hydrochloric Acid → HCID 178479290, compound

HRID 406283Notes

Reaction equation

HRID 406283 reaction equation
CC([N:5]([C@H:9]1[CH2:12][C@H:11]([O:13][C:14]2[CH:19]=[CH:18][C:17]([F:20])=[C:16]([C:21]([F:24])([F:23])[F:22])[CH:15]=2)[CH2:10]1)C(=O)[O-])(C)C.[ClH:25]>O1CCOCC1.C(OCC)C>[ClH:25].[F:20][C:17]1[CH:18]=[CH:19][C:14]([O:13][C@H:11]2[CH2:12][C@H:9]([NH2:5])[CH2:10]2)=[CH:15][C:16]=1[C:21]([F:22])([F:23])[F:24]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 178449844HCID 178449844, compound

Product 1

HCID 178479290HCID 178479290, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 312751,4-DioxaneSolvent2×

Procedure

To a stirred solution of 1,1-dimethylethyl(trans-3-{[4-fluoro-3-(trifluoromethyl)phenyl]oxy}cyclobutyl)carbamate (3.16 g, 9.05 mmol) in 1,4-dioxane (20 mL) was added hydrochloric acid in 1,4-dioxane (4M, 25 mL, 100 mmol) in one charge. The reaction vessel was sealed and the reaction stirred at ambient temperature for 16 hours. The majority of the solvent was then removed in vacuo leaving a slurry which was diluted with diethyl ether (ca 50 mL) and the solid collected by filtration and dried in vacuo to give the title compound (2.187 g).

Workup

  1. additioncharge
  2. customThe reaction vessel was sealed
  3. customThe majority of the solvent was then removed in vacuo
  4. customleaving a slurry which
  5. filtrationthe solid collected by filtration
  6. customdried in vacuo

Sources & evidence

ORD record
ord-ac6453ce7d5d4e06a5c4357111e7ad3c
Source dataset
uspto-grants-2014_06
Patent number
US08754101B2

Reaction notes

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