Hydrochloric Acid → HCID 66609817, compound

HRID 1810972Notes

Reaction equation

HRID 1810972 reaction equation
C(OC([N:8]1[CH2:14][CH2:13][CH2:12][N:11]([C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:16]=2[NH:22][C:23](=[O:31])[C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([Cl:30])[CH:25]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.Cl>C(#N)C.O1CCOCC1>[Cl:30][C:26]1[CH:25]=[C:24]([CH:29]=[CH:28][CH:27]=1)[C:23]([NH:22][C:16]1[CH:17]=[C:18]([Cl:21])[CH:19]=[CH:20][C:15]=1[N:11]1[CH2:12][CH2:13][CH2:14][NH:8][CH2:9][CH2:10]1)=[O:31]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 66609333HCID 66609333, compound

Product 1

HCID 66609817HCID 66609817, compoundYield 89.4%

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 4-[4-chloro-2-(3-chloro-benzoylamino)-phenyl]-[1,4]diazepane-1-carboxylic acid tert-butyl ester (0.100 g, 0.215 mmol) in acetonitrile (5 mL) is added 2.0 mL of hydrogen chloride as a 4.0 M solution in 1,4-dioxane. The mixture is stirred at room temperature for 48 h during which time a solid precipitates from solution. The off-white solid is collected by filtration, washed with methylene chloride and dried on the filter pad to provide 0.070 g of 3-chloro-N-(5-chloro-2-[1,4]diazepan-1-yl-phenyl)-benzamide.

Workup

  1. customprecipitates from solution
  2. filtrationThe off-white solid is collected by filtration
  3. washwashed with methylene chloride
  4. customdried on the filter pad

Sources & evidence

ORD record
ord-b619cb949c9646a79f1dfba7009324a1
Source dataset
uspto-grants-2013_01
Patent number
US08362249B2

Reaction notes

Loading…