Hydrochloric Acid → HCID 178479256, compound

HRID 547373Notes

Reaction equation

HRID 547373 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][N:19]([C:22]3[C:26]4[CH:27]=[C:28]([F:32])[CH:29]=[C:30]([F:31])[C:25]=4[O:24][N:23]=3)[CH2:18][CH2:17]2)[CH2:10][CH2:9]1)(C)(C)C.[ClH:34].O1CCOCC1>C(Cl)Cl>[ClH:34].[F:32][C:28]1[CH:29]=[C:30]([F:31])[C:25]2[O:24][N:23]=[C:22]([N:19]3[CH2:18][CH2:17][N:16]([CH2:15][CH2:14][C@H:11]4[CH2:12][CH2:13][C@H:8]([NH2:7])[CH2:9][CH2:10]4)[CH2:21][CH2:20]3)[C:26]=2[CH:27]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 178453916HCID 178453916, compound

Product 1

HCID 178479256HCID 178479256, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

trans-(4-{2-[4-(5,7-Difluoro-benzo[d]isoxazol-3-yl)-piperazin-1-yl]-ethyl}-cyclohexyl)-carbamic acid tert-butyl ester (2.59 g, 5.6 mmol) was dissolved in CH2Cl2 (40 ml) and 4 N HCl in dioxane (27.9 ml, 112 mmol) was slowly added. The resulting mixture was stirred over night at r.t. After dilution with iPr2O the product was collected by filtration and washed with one portion of iPr2O before drying it under high vacuum at 50° C. to obtain 1.98 g (88%) as a white solid. m/z=365.2 ([M+H]+).

Workup

  1. filtrationAfter dilution with iPr2O the product was collected by filtration
  2. washwashed with one portion of iPr2O
  3. custombefore drying it under high vacuum at 50° C.
  4. customto obtain 1.98 g (88%) as a white solid

Sources & evidence

ORD record
ord-a3851bfd693c4cfa95c3b460a79093aa
Source dataset
uspto-grants-2011_05
Patent number
US07939535B2

Reaction notes

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