Hydrochloric Acid → 10,11-Dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-3-carboxylic acid bis-(2-hydroxy-ethyl)-amide

HRID 2184477Notes

Reaction equation

HRID 2184477 reaction equation
[OH:1][CH2:2][CH2:3][N:4]([CH2:25][CH2:26][OH:27])[C:5]([C:7]1[N:16]2[C:10]([CH2:11][N:12](C(OC)=O)[C:13]3[CH:20]=[CH:19][CH:18]=[CH:17][C:14]=3[CH2:15]2)=[CH:9][CH:8]=1)=[O:6].C(=O)([O-])[O-].[K+].[K+].Cl.[Cl-].[Na+]>CO.O>[OH:1][CH2:2][CH2:3][N:4]([CH2:25][CH2:26][OH:27])[C:5]([C:7]1[N:16]2[C:10]([CH2:11][NH:12][C:13]3[CH:20]=[CH:19][CH:18]=[CH:17][C:14]=3[CH2:15]2)=[CH:9][CH:8]=1)=[O:6]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 5234Sodium ChlorideHCID 11430Potassium CarbonateHCID 6979627510-(Methoxycarbonyl)-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-3-carboxylic acid bis-(2-hydroxy-ethyl)-amide

Product 1

HCID 6979595910,11-Dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-3-carboxylic acid bis-(2-hydroxy-ethyl)-amide

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A solution of 10-(methoxycarbonyl)-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-3-carboxylic acid bis-(2-hydroxy-ethyl)-amide (5 mmol) of Step B in methanol (50 mL) was treated with potassium carbonate and stirred at room temperature overnight. Water was then added to the solution and the pH adjusted to 6 with 6N hydrochloric acid. The solution was saturated with solid sodium chloride and extracted with dichloromethane. The combined organic layers were dried over anhydrous magnesium sulfate and evaporated to dryness to yield the title compound.

Workup

  1. extractionextracted with dichloromethane
  2. dry with materialThe combined organic layers were dried over anhydrous magnesium sulfate
  3. customevaporated to dryness

Sources & evidence

ORD record
ord-b76a4f5fe13743a2b459a8ce55b465f9
Source dataset
uspto-grants-2005_05
Patent number
US06900200B2

Reaction notes

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