Hydrochloric Acid → alpha-(3,4-Dimethoxyphenyl)-1,3-dihydro-5-[2-(1H-imidazol-1-yl)ethoxy]-6-methoxy-alpha-[(4-methylphenyl)thio]-2H-isoindole-2-heptanenitrile dihydrochloride

HRID 1078786Notes

Reaction equation

HRID 1078786 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]([S:38][C:39]2[CH:44]=[CH:43][C:42]([CH3:45])=[CH:41][CH:40]=2)([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][N:19]2[CH2:27][C:26]3[C:21](=[CH:22][C:23]([O:36][CH3:37])=[C:24]([O:28][CH2:29][CH2:30][N:31]4[CH:35]=[CH:34][N:33]=[CH:32]4)[CH:25]=3)[CH2:20]2)[C:12]#[N:13])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].C(OCC)C.[ClH:51]>C(Cl)Cl.C(O)C>[ClH:51].[ClH:51].[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]([S:38][C:39]2[CH:40]=[CH:41][C:42]([CH3:45])=[CH:43][CH:44]=2)([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][N:19]2[CH2:27][C:26]3[C:21](=[CH:22][C:23]([O:36][CH3:37])=[C:24]([O:28][CH2:29][CH2:30][N:31]4[CH:35]=[CH:34][N:33]=[CH:32]4)[CH:25]=3)[CH2:20]2)[C:12]#[N:13])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl Ether2×HCID 10699180alpha-(3,4-Dimethoxyphenyl)-1,3-dihydro-5-[2-(1H-imidazol-1-yl)ethoxy]-6-methoxy-alpha-[(4-methylphenyl)-thio]-2H-isoindole-2-heptanenitrile

Product 1

HCID 19042097alpha-(3,4-Dimethoxyphenyl)-1,3-dihydro-5-[2-(1H-imidazol-1-yl)ethoxy]-6-methoxy-alpha-[(4-methylphenyl)thio]-2H-isoindole-2-heptanenitrile dihydrochloride

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of 0.196 g of α-(3,4-dimethoxyphenyl)-1,3-dihydro-5-[2-(1H-imidazol-1-yl)ethoxy]-6-methoxy-α-[(4-methylphenyl)thio]-2H-isoindole-2-heptanenitrile in 0.5 mL of methylene chloride is added 5 mL of diethyl ether and then 0.17 mL of 4.5N hydrochloric acid in ethyl alcohol. An additional 15 mL of diethyl ether is added and the solution stirred vigorously for 1 hour. The white solid is collected by filtration, washed with diethyl ether and dried. This affords 0.166 g of the desired product as a white solid.

Workup

  1. filtrationThe white solid is collected by filtration
  2. washwashed with diethyl ether
  3. customdried

Sources & evidence

ORD record
ord-53d2515b5aec4bfc88e4cf398703b0df
Source dataset
uspto-grants-1996_08
Patent number
US05550149

Reaction notes

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