Water → HCID 53311945, compound

HRID 1908284Notes

Reaction equation

HRID 1908284 reaction equation
[CH:1]1([NH:4][C:5](=[O:33])[CH:6]([OH:32])[CH:7]([NH:15][C:16]([C@H:18]2[CH2:22][CH2:21][C:20](=[O:23])[N:19]2[CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[F:31])=[O:17])[CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH2:3][CH2:2]1.O>ClCCl.Cl.C(OCC)C>[CH:1]1([NH:4][C:5](=[O:33])[C:6](=[O:32])[CH:7]([NH:15][C:16]([C@H:18]2[CH2:22][CH2:21][C:20](=[O:23])[N:19]2[CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[F:31])=[O:17])[CH2:8][C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH2:2][CH2:3]1

Participants

6

Reactant 2

HCID 962WaterHCID 67094751HCID 67094751, compound

Product 1

HCID 53311945HCID 53311945, compound

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidCatalystHCID 3283Diethyl EtherCatalystHCID 6344DichloromethaneSolvent

Procedure

(2R)—N-(4-(cyclopropylamino)-3-hydroxy-4-oxo-1-phenylbutan-2-yl)-1-(2-fluorobenzyl)-5-oxopyrrolidine-2-carboxamide was oxidized in analogy to reaction step 1.4. The reaction mixture was stirred overnight. Water was added, the precipitate formed was filtered, washed with water and dried in vacuo. The residue obtained was redissolved in dichloromethane, a few drops of HCl (4M in dioxane) and a few drops of diethylether were added. The resulting precipitate was filtered, washed with diethylether and dried in vacuo providing the title compound. ESI-MS [M+H]+=452.2.

Workup

  1. customthe precipitate formed
  2. filtrationwas filtered
  3. washwashed with water
  4. customdried in vacuo
  5. customThe residue obtained
  6. filtrationThe resulting precipitate was filtered
  7. washwashed with diethylether
  8. customdried in vacuo

Sources & evidence

ORD record
ord-24579799843d4cb7af98c46d3fa97730
Source dataset
uspto-grants-2013_12
Patent number
US08598211B2

Reaction notes

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