Sulfuryl chloride → (R)-N-(4-(5-(3 cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-inden-1-yl)-2-hydroxyacetamide

HRID 1809505노트

반응식

HRID 1809505 반응식
[C:1]([C:3]1[CH:4]=[C:5]([C:13]2[O:17][N:16]=[C:15]([C:18]3[CH:26]=[CH:25][CH:24]=[C:23]4[C:19]=3[CH2:20][CH2:21][C@H:22]4[NH:27][C@H:28](C)[C:29]([O:31]C)=O)[N:14]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH:10]([CH3:12])[CH3:11])#[N:2].[C@@H]1(N)C2C(=CC=CC=2)CC1.S(Cl)(Cl)(=O)=[O:45]>C(Cl)Cl>[C:1]([C:3]1[CH:4]=[C:5]([C:13]2[O:17][N:16]=[C:15]([C:18]3[CH:26]=[CH:25][CH:24]=[C:23]4[C:19]=3[CH2:20][CH2:21][C@H:22]4[NH:27][C:28](=[O:45])[CH2:29][OH:31])[N:14]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH:10]([CH3:11])[CH3:12])#[N:2]

참가 물질

5

반응물 3

HCID 24648Sulfuryl chlorideHCID 70000841-Aminoindane, (S)-HCID 67196373(R)-methyl 2-(((R)-4-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-inden-1-yl)amino)propanoate

생성물 1

HCID 58344902(R)-N-(4-(5-(3 cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-inden-1-yl)-2-hydroxyacetamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a stirred solution of (R)- or (S)-indane amine (1 eq) in DCM (0.05M) was added TEA (2 eq) and the appropriate sulfonyl chloride (2 eq.) at room temperature. The reaction mixture was stirred at room temperature for 18 h. The solvent was evaporated and the pure product isolated after preparative HPLC purification.

후처리

  1. customat room temperature
  2. customThe solvent was evaporated
  3. customthe pure product isolated
  4. customafter preparative HPLC purification

출처 및 근거

ORD 기록
ord-db3529f42d37472e9c7798b2f0500903
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08362048B2

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