Hydrochloric Acid → HCID 178478589, compound

HRID 2042407Notes

Reaction equation

HRID 2042407 reaction equation
[O:1]1[C:9]2[CH:8]=[CH:7][N:6]=[C:5]([N:10]3[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][CH:18]4[CH2:23][CH2:22][CH:21]([NH:24]C(=O)[O-])[CH2:20][CH2:19]4)[CH2:12][CH2:11]3)[C:4]=2[CH2:3][CH2:2]1.[ClH:28]>ClCCl>[ClH:28].[ClH:28].[ClH:28].[O:1]1[C:9]2[CH:8]=[CH:7][N:6]=[C:5]([N:10]3[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][C@H:18]4[CH2:23][CH2:22][C@H:21]([NH2:24])[CH2:20][CH2:19]4)[CH2:12][CH2:11]3)[C:4]=2[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 866605504-{2-[4-(2,3-Dihydrofuro[3,2-c]pyridin-4-yl)-piperazin-1-yl]-ethyl}-cyclohexylcarbamate

Product 1

HCID 178478589HCID 178478589, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of trans-tert-butyl-(4-{2-[4-(2,3-dihydrofuro[3,2-c]pyridin-4-yl)-piperazin-1-yl]-ethyl}-cyclohexylcarbamate (0.49 g, 1.14 mmol) in dichloromethane (8 ml) was added at room temperature hydrochloric acid solution (4M in dioxane, 4.27 ml, 17.1 mmol) and the mixture was allowed to stir for 3 h, the solvent was evaporated, diethyl ether (20 ml) was added and the mixture was allowed to stir for 30 min at room temperature. The precipitate was collected by filtration, washed with diethyl ether and dried to yield the title compound as a white solid (0.5 g, 100%), MS (ISP) m/z=331.3 [(M+H)+], mp 287.5° C.

Workup

  1. customthe solvent was evaporated
  2. additiondiethyl ether (20 ml) was added
  3. stirringto stir for 30 min at room temperature
  4. filtrationThe precipitate was collected by filtration
  5. washwashed with diethyl ether
  6. customdried

Sources & evidence

ORD record
ord-316c77c018b24c6da7bf3c166fe06ef7
Source dataset
uspto-grants-2013_11
Patent number
US08586579B2

Reaction notes

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