Diethyl Ether → HCID 131724976, compound

HRID 1070482Notes

Reaction equation

HRID 1070482 reaction equation
[Cl:1][C:2]1[C:3]([C:37]2[CH2:42][CH2:41][CH2:40][CH2:39][CH:38]=2)=[CH:4][C:5]([O:35][CH3:36])=[C:6]([CH:34]=1)[C:7]([N:9]1[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[CH2:13][N:12]2[C:20]([C:23]([N:25]([CH3:33])[CH2:26][C:27]3[CH:28]=[N:29][CH:30]=[CH:31][CH:32]=3)=[O:24])=[CH:21][CH:22]=[C:11]2[CH2:10]1)=[O:8].C(OCC)C.[C:48]([OH:57])(=[O:56])[C@@H:49]([C@H:51]([C:53]([OH:55])=[O:54])[OH:52])[OH:50]>CO>[OH2:8].[C:48]([OH:57])(=[O:56])[C@@H:49]([C@H:51]([C:53]([OH:55])=[O:54])[OH:52])[OH:50].[Cl:1][C:2]1[C:3]([C:37]2[CH2:42][CH2:41][CH2:40][CH2:39][CH:38]=2)=[CH:4][C:5]([O:35][CH3:36])=[C:6]([CH:34]=1)[C:7]([N:9]1[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[CH2:13][N:12]2[C:20]([C:23]([N:25]([CH3:33])[CH2:26][C:27]3[CH:28]=[N:29][CH:30]=[CH:31][CH:32]=3)=[O:24])=[CH:21][CH:22]=[C:11]2[CH2:10]1)=[O:8].[Cl:1][C:2]1[C:3]([C:37]2[CH2:42][CH2:41][CH2:40][CH2:39][CH:38]=2)=[CH:4][C:5]([O:35][CH3:36])=[C:6]([CH:34]=1)[C:7]([N:9]1[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[CH2:13][N:12]2[C:20]([C:23]([N:25]([CH2:26][C:27]3[CH:28]=[N:29][CH:30]=[CH:31][CH:32]=3)[CH3:33])=[O:24])=[CH:21][CH:22]=[C:11]2[CH2:10]1)=[O:8].[C:48]([OH:57])(=[O:56])[C@@H:49]([C@H:51]([C:53]([OH:55])=[O:54])[OH:52])[OH:50]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 444305L-Tartaric acidHCID 9829761HCID 9829761, compound

Product 1

HCID 131724976HCID 131724976, compoundYield 148.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

10-(5-Chloro-4-cyclohex-1-en-1-yl-2-methoxybenzoyl)-N-methyl-N-(pyridin-3-ylmethyl)-10,11-dihydro-5H-pyrrolo[2,1- c][1,4]benzodiazepine-3-carboxamide of Example 1 (0.200 g, 0.344 mmol), was dissolved in boiling diethyl ether. A solution of L-(+)-tartaric acid (0.0520 g, 0.344 mmol) in hot methanol (1 mL) was added, the mixture cooled and solvent evaporated. Diethyl ether was added to the residue causing a white solid to form which was filtered and dried in vacuo to provide 0.252 g of the title compound tartaric acid salt, m.p. 138-177° C.

Workup

  1. temperaturethe mixture cooled
  2. customsolvent evaporated
  3. additionDiethyl ether was added to the residue
  4. customto form which
  5. filtrationwas filtered
  6. customdried in vacuo

Sources & evidence

ORD record
ord-54bfaa63665740b69eb1b82ecc41c433
Source dataset
uspto-grants-2005_06
Patent number
US06903087B2

Reaction notes

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