Hydrochloric Acid → HCID 61135588, compound

HRID 963526Notes

Reaction equation

HRID 963526 reaction equation
C12CCC(CC1)CN(C(CN1C3C=CC=CC=3C(C3C=CC=CC=3F)=NC([NH:31][C:32]([NH:34][C:35]3[CH:40]=[CH:39][CH:38]=[C:37]([C:41]#[N:42])[CH:36]=3)=[O:33])C1=O)=O)C2.Cl.C([N:47](CC)CC)C.C(OCC)(=O)C.[OH2:58]>CS(C)=O>[NH2:47][C:41]([C:37]1[CH:36]=[C:35]([NH:34][C:32](=[O:33])[NH2:31])[CH:40]=[CH:39][CH:38]=1)=[N:42][OH:58]

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 962WaterHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 19081215HCID 19081215, compound

Product 1

HCID 61135588HCID 61135588, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of N-[(3RS)-1-(3-azabicyclo[3.2.2]non-3-yl)carbonylmethyl-2,3-dihydro-5-(2-fluorophenyl)-2-oxo-1H-1,4-benzodiazepin-3-yl]-N'-(3-cyanophenyl)urea, hydroxyamie hydrochloride and triethylamine in dimethylsulfoxide was stirred at 70° C. overnight. Ethyl acetate and water weretadded to the reaction mixture and the organic layer was separated, washed with water and brion, dried over magnesium sulfate, and evaporated to dryness. The crude powder was purified by column chromatography on silica gel to afford N-[(3RS)-1-(3-azabicyclol[3.2.2]non-3-yl)carbonylmethyl-2,3-dihydro-5-(2-fluorophenyl)-2-oxo-1H-1,4-benzodiazepin-3-yl]-N'-{3-[1-amino-1-hydroxyiminomethyl]-phenyl}urea.

Workup

  1. customthe organic layer was separated
  2. washwashed with water and brion
  3. dry with materialdried over magnesium sulfate
  4. customevaporated to dryness
  5. customThe crude powder was purified by column chromatography on silica gel

Sources & evidence

ORD record
ord-f8cd971d54594497940a011e4c2d472a
Source dataset
uspto-grants-1998_06
Patent number
US05763437

Reaction notes

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