HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

Cesium carbonate → HCID 67362914, compound

HRID 1183177
Notes
Print preview

Reaction equation

HRID 1183177 reaction equation
[CH2:1]([O:3][C:4](=[O:30])[CH2:5][C@H:6]([NH:14][C:15]([C:17]1[CH:21]=[C:20]([OH:22])[N:19]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[F:29])[N:18]=1)=[O:16])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[CH3:13])[CH3:2].FC1C=CC=CC=1N1C(O)=CC(C(O)=O)=N1.N[C@H](C1C=CC=CC=1C)CC(OCC)=O.C(=O)([O-])[O-].[Cs+].[Cs+].Br[CH2:69][C:70]1([CH3:74])[CH2:73][O:72][CH2:71]1>CN(C=O)C>[CH2:1]([O:3][C:4](=[O:30])[CH2:5][C@H:6]([NH:14][C:15]([C:17]1[CH:21]=[C:20]([O:22][CH2:69][C:70]2([CH3:74])[CH2:73][O:72][CH2:71]2)[N:19]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[F:29])[N:18]=1)=[O:16])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[CH3:13])[CH3:2]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

7

Reactant 5

HCID 10796Cesium carbonateHCID 144860Oxetane, 3-(bromomethyl)-3-methyl-HCID 7046987HCID 7046987, compoundHCID 178471823HCID 178471823, compoundHCID 178524627HCID 178524627, compound

Product 1

HCID 67362914HCID 67362914, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
65 °C

Procedure

101 mg (0.245 mmol) of (S)-3-{[1-(2-fluoro-phenyl)-5-hydroxy-1H-pyrazole-3-carbonyl]-amino}-3-(2-methyl-phenyl)-propionic acid ethyl ester (prepared from 1-(2-fluoro-phenyl)-5-hydroxy-1H-pyrazole-3-carboxylic acid and ethyl (S)-3-amino-3-(2-methyl-phenyl)-propionate analogously as described in synthesis example 2) were dissolved in 3 ml of DMF, and 160 mg (0.5 mmol) of cesium carbonate and 41.3 mg (0.245 mmol) of 3-bromomethyl-3-methyl-oxetane were added. The mixture was stirred for 4 h at 65° C. After evaporation of the solvent the residue was subjected to an aqueous work-up with EA and 10% aqueous solution of citric acid. After removal of the solvent from the organic phase 100 mg (82%) of the product are obtained.

Workup

  1. customas described in synthesis example 2)
  2. customAfter evaporation of the solvent the residue
  3. customAfter removal of the solvent from the organic phase 100 mg (82%) of the product
  4. customare obtained

Sources & evidence

ORD record
ord-132f037d98284b49bdc95c541086d538
Source dataset
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08664257B2

Reaction notes

Loading…

On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes