Hydrochloric Acid → HCID 178479254, compound

HRID 420763Notes

Reaction equation

HRID 420763 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](=[O:30])[C:23]3[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=3)[CH2:18][CH2:17]2)[CH2:10][CH2:9]1)(C)(C)C.[ClH:32].O1CCOCC1>ClCCl.C(OC(C)C)(C)C>[ClH:32].[NH2:7][C@H:8]1[CH2:13][CH2:12][C@H:11]([CH2:14][CH2:15][N:16]2[CH2:17][CH2:18][CH:19]([C:22]([C:23]3[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=3)=[O:30])[CH2:20][CH2:21]2)[CH2:10][CH2:9]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 178453902HCID 178453902, compound

Product 1

HCID 178479254HCID 178479254, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 7914Diisopropyl EtherSolvent

Procedure

Trans-(4-{2-[4-(4-fluoro-benzoyl)-piperidin-1-yl]-ethyl}-cyclohexyl)-carbamic acid tert-butyl ester (1.4 g, 3.24 mmol) was dissolved in 2 ml dichloromethane and 4N HCl in dioxane (9.7 ml, 38.8 mmol) was added. The white suspension was stirred for 4 hours at room temperature, diluted with diisopropylether and filtered. The crystals were washed with diisopropylether and dried for 2 hours at 50° C. and <20 mbar, to get the desired salt as a white solid (1.2 g, 100%) [MS: m/e=333.3 (M+H+)].

Workup

  1. filtrationfiltered
  2. washThe crystals were washed with diisopropylether
  3. customdried for 2 hours at 50° C.

Sources & evidence

ORD record
ord-cfc7c17fae9d423dab6a21f822affeca
Source dataset
uspto-grants-2012_01
Patent number
US08097637B2

Reaction notes

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