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Cesium carbonate → HCID 67362914, 화합물

HRID 1183177
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HRID 1183177 반응식
[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]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 5

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

생성물 1

HCID 67362914HCID 67362914, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
65 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-132f037d98284b49bdc95c541086d538
출처 데이터셋
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08664257B2

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