Hydrochloric Acid → HCID 178434707, compound

HRID 355381Notes

Reaction equation

HRID 355381 reaction equation
[ClH:1].[CH3:2][N:3]([CH2:5][C:6]1[NH:10][N:9]=[N:8][C:7]=1[CH2:11][N:12]1[CH2:17][CH2:16][CH2:15][C@H:14]([O:18][CH2:19][C:20]2[CH:25]=[C:24]([C:26]([F:29])([F:28])[F:27])[CH:23]=[C:22]([N:30]3[C:34]([CH3:35])=[N:33][N:32]=[N:31]3)[CH:21]=2)[C@@H:13]1[C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)[CH3:4]>C(O)C>[ClH:1].[ClH:1].[CH3:2][N:3]([CH2:5][C:6]1[NH:10][N:9]=[N:8][C:7]=1[CH2:11][N:12]1[CH2:17][CH2:16][CH2:15][C@H:14]([O:18][CH2:19][C:20]2[CH:25]=[C:24]([C:26]([F:29])([F:28])[F:27])[CH:23]=[C:22]([N:30]3[C:34]([CH3:35])=[N:33][N:32]=[N:31]3)[CH:21]=2)[C@@H:13]1[C:36]1[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=1)[CH3:4]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178434706HCID 178434706, compound

Product 1

HCID 178434707HCID 178434707, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A solution of HCl in ethanol (5M, 43 ml) was added to a stirred, cooled solution of [2S,3S]-1-[(5-(dimethylaminomethyl)-1H-[1,2,3]triazol-4-yl)methyl]-2-phenyl-3-[3-(5-methyltetrazol-1 -yl)-5-(trifluoromethyl)phenylmethoxy]piperidine (49 mg, 90 mmol) in ethanol (2 ml). The solvent was evaporated under reduced pressure and the residue was triturated with ether (5 ml). The solid was collected and dried in vacuo to give [2S, 3S]-1-[(5-(dimethylaminomethyl)-1H-[1,2,3]triazol-4-yl)methyl]-2-phenyl-3-[3-(5-methyltetrazol-1-yl)-5-(trifluoromethyl)phenylmethoxy]piperidine dihydrochloride as a tan-coloured solid (55 mg), mp 134°-137° C., 1H (D2O) δ 7.78 (3H, m), 7.44-7.00 (7H, m), 4.87 (1H, d, J=13.5 Hz), 4.47 (1H, d, J=13.5 Hz), 4.40 (1H, d, J=15.3 Hz), 4.36 (1H, d, J=15.3 Hz), 4.30 (1H, s), 3.83-3.61 (5H, m), 3.29 (1H, d, J=14.6 Hz), 2.67 (6H, s), 2.51 (3H, s), 2.31 (2H, m), 1.85 (1H, m), and 1.71 (1H, m).

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. customthe residue was triturated with ether (5 ml)
  3. customThe solid was collected
  4. customdried in vacuo

Sources & evidence

ORD record
ord-2b802b8dd6494ad789acd006861bfe80
Source dataset
uspto-grants-1998_11
Patent number
US05830892

Reaction notes

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