Hydrochloric Acid → HCID 178479251, compound

HRID 1909359Notes

Reaction equation

HRID 1909359 reaction equation
C(OC(=O)[NH:7][C@H:8]1[CH2:13][CH2:12][C@H:11]([CH2:14][CH2:15][N:16]2[CH2:21][CH2:20][CH:19]([C:22]3[C:30]4[O:29][CH2:28][O:27][C:26]=4[CH:25]=[CH:24][CH:23]=3)[CH2:18][CH2:17]2)[CH2:10][CH2:9]1)(C)(C)C.[ClH:32]>ClCCl>[ClH:32].[O:27]1[C:26]2[CH:25]=[CH:24][CH:23]=[C:22]([CH:19]3[CH2:20][CH2:21][N:16]([CH2:15][CH2:14][C@H:11]4[CH2:10][CH2:9][C@H:8]([NH2:7])[CH2:13][CH2:12]4)[CH2:17][CH2:18]3)[C:30]=2[O:29][CH2:28]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178453890HCID 178453890, compound

Product 1

HCID 178479251HCID 178479251, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of trans-{4-[2-(4-Benzo[1,3]dioxol-4-yl-piperidin-1-yl)-ethyl]-cyclohexyl}-carbamic acid tert-butyl ester (1.06 g, 2.46 mmol,) in dichloromethane (15 ml) was added at room temperature hydrochloric acid solution (4M in dioxane, 6.15 ml, 24.6 mmol,) and the mixture was allowed to stir for 4 h, the solvent was evaporated, diisopropyl ether (15 ml) were added and the mixture was allowed to stir for 10 min at room temperature. The precipitate was collected by filtration, washed with diisopropyl ether and dried to yield the title compound as a white solid (0.954, 100%), MS m/z=330.23 [(M)+].

Workup

  1. customthe solvent was evaporated
  2. additiondiisopropyl ether (15 ml) were added
  3. stirringto stir for 10 min at room temperature
  4. filtrationThe precipitate was collected by filtration
  5. washwashed with diisopropyl ether
  6. customdried

Sources & evidence

ORD record
ord-9d44c3033fdc4780b4d8bf4a8e5997f7
Source dataset
uspto-grants-2013_12
Patent number
US08598357B2

Reaction notes

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