Hydrochloric Acid → HCID 178478590, compound

HRID 1260705Notes

Reaction equation

HRID 1260705 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[N:23]=[CH:24][CH:25]=[C:26]4[CH2:30][CH2:29][O:28][C:27]=34)[CH2:18][CH2:17]2)[CH2:10][CH2:9]1)(C)(C)C.[ClH:32]>ClCCl>[ClH:32].[ClH:32].[ClH:32].[O:28]1[C:27]2=[C:22]([N: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)[N:23]=[CH:24][CH:25]=[C:26]2[CH2:30][CH2:29]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178453909HCID 178453909, compound

Product 1

HCID 178478590HCID 178478590, compoundYield 97.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of trans-(4-{2-[4-(2,3-dihydro-furo[2,3-c]pyridin-7-yl)-piperazin-1-yl]-ethyl}-cyclohexyl)-carbamic acid tert-butyl ester (1.3 g, 3.02 mmol) in dichloromethane (21 ml) was added at room temperature hydrochloric acid solution (4M in dioxane, 11.3 ml, 45.3 mmol) and the mixture was allowed to stir for 3 h, the solvent was evaporated, diethyl ether (50 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 off-white solid (1.29 g, 97%), MS (ISP) m/z=331.3 [(M+H)+], mp 318.5° C.

Workup

  1. customthe solvent was evaporated
  2. additiondiethyl ether (50 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-953439edcc294d6fa346b52698782e07
Source dataset
uspto-grants-2013_06
Patent number
US08470828B2

Reaction notes

Loading…