Succinic Acid → 7-Chloro-6-[3-(3,3-dimethyl-2-oxo-2,3-dihydro-1H-indol-5-yl)-propylthio]-2,3,4,5-tetrahydro-1H-benzo[d]azepine Succinate

HRID 911747Notes

Reaction equation

HRID 911747 reaction equation
[Cl:1][C:2]1[CH:12]=[CH:11][C:5]2[CH2:6][CH2:7][NH:8][CH2:9][CH2:10][C:4]=2[C:3]=1[S:13][CH2:14][CH2:15][CH2:16][C:17]1[CH:18]=[C:19]2[C:23](=[CH:24][CH:25]=1)[NH:22][C:21](=[O:26])[C:20]2([CH3:28])[CH3:27].[C:29]([OH:36])(=[O:35])[CH2:30][CH2:31][C:32]([OH:34])=[O:33]>C(OCC)C.CO>[C:29]([OH:36])(=[O:35])[CH2:30][CH2:31][C:32]([OH:34])=[O:33].[Cl:1][C:2]1[CH:12]=[CH:11][C:5]2[CH2:6][CH2:7][NH:8][CH2:9][CH2:10][C:4]=2[C:3]=1[S:13][CH2:14][CH2:15][CH2:16][C:17]1[CH:18]=[C:19]2[C:23](=[CH:24][CH:25]=1)[NH:22][C:21](=[O:26])[C:20]2([CH3:28])[CH3:27]

Participants

5

Reactant 2

HCID 1110Succinic AcidHCID 576566197-chloro-6-[3-(3,3-dimethyl-2-oxo-2,3-dihydro-1H-indol-5-yl)-propylthio]-2,3,4,5-tetrahydro-1H-benzo[d]azepine

Product 1

HCID 667068857-Chloro-6-[3-(3,3-dimethyl-2-oxo-2,3-dihydro-1H-indol-5-yl)-propylthio]-2,3,4,5-tetrahydro-1H-benzo[d]azepine Succinate

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 3283Diethyl EtherSolvent

Procedure

Dissolve 7-chloro-6-[3-(3,3-dimethyl-2-oxo-2,3-dihydro-1H-indol-5-yl)-propylthio]-2,3,4,5-tetrahydro-1H-benzo[d]azepine (101 mg, 0.24 mmol) in a mixture of diethyl ether (3 mL) and methanol (2 mL). Add succinic acid (28.7 mg, 0.24 mmol) and allow the resultant suspension to stir at ambient temperature for 2 h. Concentrate in vacuo and dry the residue in a vacuum oven to afford the title compound as a white solid. MS (ES+) m/z: 415 (M+H)+.

Workup

  1. concentrationConcentrate in vacuo
  2. customdry the residue in a vacuum oven

Sources & evidence

ORD record
ord-f8b9f14579844e1aad5c4dfad9a68385
Source dataset
uspto-grants-2011_09
Patent number
US08022062B2

Reaction notes

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