Hydrochloric Acid → HCID 68434358, compound

HRID 1867435Notes

Reaction equation

HRID 1867435 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4](/[CH:9]=[CH:10]/[C:11]([N:13]2[CH2:19][CH2:18][C:17](=[O:20])[N:16]([CH2:21][C@@H:22]3[CH2:26][O:25]C(C)(C)[O:23]3)[CH2:15][CH2:14]2)=[O:12])[CH:5]=[CH:6][C:7]=1[Cl:8].Cl>CO.O>[Cl:1][C:2]1[CH:3]=[C:4](/[CH:9]=[CH:10]/[C:11]([N:13]2[CH2:19][CH2:18][C:17](=[O:20])[N:16]([CH2:21][C@@H:22]([OH:23])[CH2:26][OH:25])[CH2:15][CH2:14]2)=[O:12])[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 68433068HCID 68433068, compound

Product 1

HCID 68434358HCID 68434358, compoundYield 89.5%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Procedure

A solution of 4.16 g (9.72 mmol) of 1-[(E)-3-(3,4-dichloro-phenyl)-acryloyl]-4-((R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-[1,4]diazepan-5-one in 35 ml of methanol and 3.8 ml of water was treated with 1.95 g of Dowex 50WX8 (activated with aqueous 25% HCl and washed neutral wit water). The reaction was stirred for 10 h at reflux temperature, cooled, evaporated, dissolved in CH2Cl2, dried over Na2SO4 and evaporated to yield 3.37 g (89%) of the title compound as light yellow foam. MS: 387.1 (MH+, Cl).

Workup

  1. temperatureat reflux temperature
  2. temperaturecooled
  3. customevaporated
  4. dissolutiondissolved in CH2Cl2
  5. dry with materialdried over Na2SO4
  6. customevaporated

Sources & evidence

ORD record
ord-f9e663c55eee48c3a306e9c709d56dde
Source dataset
uspto-grants-2009_12
Patent number
US07632829B2

Reaction notes

Loading…