Hydrochloric Acid → HCID 178479252, compound

HRID 72860Notes

Reaction equation

HRID 72860 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:26]4[CH:27]=[C:28]([Cl:31])[CH:29]=[CH:30][C:25]=4[O:24][N:23]=3)[CH2:18][CH2:17]2)[CH2:10][CH2:9]1)(C)(C)C.Cl.O1CCOCC1>ClCCl.C(OC(C)C)(C)C>[ClH:31].[Cl:31][C:28]1[CH:29]=[CH:30][C:25]2[O:24][N:23]=[C:22]([CH:19]3[CH2:20][CH2:21][N:16]([CH2:15][CH2:14][C@H:11]4[CH2:12][CH2:13][C@H:8]([NH2:7])[CH2:9][CH2:10]4)[CH2:17][CH2:18]3)[C:26]=2[CH:27]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 178453891HCID 178453891, compound

Product 1

HCID 178479252HCID 178479252, compoundYield 283.7%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 7914Diisopropyl EtherSolvent

Procedure

Trans-(4-{2-[4-(5-Chloro-benzo[d]isoxazol-3-yl)-piperidin-1-yl]-ethyl}-cyclohexyl)-carbamic acid tert-butyl ester (1.35 g, 2.92 mmol) was dissolved in 2 ml dichloromethane and 4N HCl in dioxane (8.8 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 (1.65 g, quant.) [MS: m/e=362.2 (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-9adccc89c9074c9eba1ea2830050611c
Source dataset
uspto-grants-2014_09
Patent number
US08829029B2

Reaction notes

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