5-[5-[3-(6-Chlorospiro[1,2-dihydroindene-3,3'-pyrrolidine]-1'-yl)propylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]-2,4-dimethyl-1,3-thiazole → 5-(5-(3-(5-chloro-2,3-dihydrospiro[indene-1,3'-pyrrolidine]-1'-yl)propylthio)-4-methyl-4H-1,2,4-triazol-3-yl)-2,4-dimethylthiazole hydrochloride

HRID 1661075Notes

Reaction equation

HRID 1661075 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:29](=[CH:30][CH:31]=1)[C:7]1([CH2:11][CH2:10][N:9]([CH2:12][CH2:13][CH2:14][S:15][C:16]3[N:17]([CH3:28])[C:18]([C:21]4[S:25][C:24]([CH3:26])=[N:23][C:22]=4[CH3:27])=[N:19][N:20]=3)[CH2:8]1)[CH2:6][CH2:5]2>CCOCC.CO.Cl.CCOCC>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]2[C:29](=[CH:30][CH:31]=1)[C:7]1([CH2:11][CH2:10][N:9]([CH2:12][CH2:13][CH2:14][S:15][C:16]3[N:17]([CH3:28])[C:18]([C:21]4[S:25][C:24]([CH3:26])=[N:23][C:22]=4[CH3:27])=[N:19][N:20]=3)[CH2:8]1)[CH2:6][CH2:5]2

Participants

5

Reactant 1

HCID 247584815-[5-[3-(6-Chlorospiro[1,2-dihydroindene-3,3'-pyrrolidine]-1'-yl)propylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]-2,4-dimethyl-1,3-thiazole

Product 1

HCID 247585905-(5-(3-(5-chloro-2,3-dihydrospiro[indene-1,3'-pyrrolidine]-1'-yl)propylthio)-4-methyl-4H-1,2,4-triazol-3-yl)-2,4-dimethylthiazole hydrochlorideYield 163.2%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 3283Diethyl EtherSolventHCID 10953452Ether hydrochlorideSolvent

Procedure

To a solution of 5-(5-(3-(5-chloro-2,3-dihydrospiro[indene-1,3′-pyrrolidine]-1′-yl)propylthio)-4-methyl-4H-1,2,4-triazol-3-yl)-2,4-dimethylthiazole (E3, 57 mg, 0.12 mmol) in Et2O (3 ml) and methanol (0.5 ml), 10 ml of HCl/Ether (1M in Et2O) were added, the solvent was evaporated in vacuo and treated with Et2O to give 50 mg of the title compound (y=82%).

Workup

  1. customthe solvent was evaporated in vacuo
  2. additiontreated with Et2O

Sources & evidence

ORD record
ord-50fdaa8dcca843f09d3d41436b87967c
Source dataset
uspto-grants-2011_10
Patent number
US08030322B2

Reaction notes

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