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 1809505ノート

反応式

HRID 1809505 の反応式
[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]

参加物

5

反応物 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

生成物 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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-db3529f42d37472e9c7798b2f0500903
出典データセット
uspto-grants-2013_01
特許番号
US08362048B2

反応ノート

読み込み中…