2-Hydroxy-1,2,3-propanetricarboxylic acid hydrate (1:1) → HCID 69318785, compound

HRID 2053734Notes

Reaction equation

HRID 2053734 reaction equation
[Cl:1][C:2]1[C:3]([C:36]2[CH2:41][CH2:40][CH2:39][CH2:38][CH:37]=2)=[CH:4][C:5]([O:34][CH3:35])=[C:6]([CH:33]=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]([CH2:27][CH2:28][CH2:29][N:30]([CH3:32])[CH3:31])[CH3:26])=[O:24])=[CH:21][CH:22]=[C:11]2[CH2:10]1)=[O:8].O.[C:43]([OH:55])(=[O:54])[CH2:44][C:45]([CH2:50][C:51]([OH:53])=[O:52])([C:47]([OH:49])=[O:48])[OH:46]>C(OCC)C>[C:43]([OH:55])(=[O:54])[CH2:44][C:45]([CH2:50][C:51]([OH:53])=[O:52])([C:47]([OH:49])=[O:48])[OH:46].[Cl:1][C:2]1[C:3]([C:36]2[CH2:41][CH2:40][CH2:39][CH2:38][CH:37]=2)=[CH:4][C:5]([O:34][CH3:35])=[C:6]([CH:33]=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]([CH2:27][CH2:28][CH2:29][N:30]([CH3:31])[CH3:32])[CH3:26])=[O:24])=[CH:21][CH:22]=[C:11]2[CH2:10]1)=[O:8]

Participants

4

Reactant 2

HCID 222302-Hydroxy-1,2,3-propanetricarboxylic acid hydrate (1:1)HCID 10210196HCID 10210196, compound

Product 1

HCID 69318785HCID 69318785, compoundYield 102.6%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent3×

Procedure

10-(5-Chloro-4-cyclohex-1-en-1-yl-2-methoxybenzoyl)-N-[3-(dimethylamino) propyl]-N-methyl-10,11-dihydro-5H-pyrrolo [2,1-c][1,4]benzodiazepine-3-carboxamide of Example 2 (0.100 g, 0.174 mmol) was dissolved in diethyl ether (5 mL). To the ether solution was added a solution of citric acid monohydrate (0.037 g, 0.174 mmol) in hot diethyl ether (5 mL), resulting in formation of a white precipitate. The precipitate was filtered and rinsed thoroughly with hot diethyl ether and dried in vacuo to afford the title compound (0.137 g) as a white powder, m.p 107-138° C.

Workup

  1. customresulting in formation of a white precipitate
  2. filtrationThe precipitate was filtered
  3. washrinsed thoroughly with hot diethyl ether
  4. customdried in vacuo

Sources & evidence

ORD record
ord-c8573934676a4bb986bf4f6625c746cd
Source dataset
uspto-grants-2008_02
Patent number
US07326700B2

Reaction notes

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