Water → HCID 53244689、化合物

HRID 1805305ノート

反応式

HRID 1805305 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[C:10]3([C:18]4[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=4)[N:12]([CH2:19]OC(=O)C4C=CC=CC=4)[C:11]3=[O:29])[CH2:9]2)=[CH:4][CH:3]=1.[OH2:30].[OH-:31].[Li+]>CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C@@H:8]2[C@:10]3([C:18]4[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=4)[N:12]([CH2:19][C:3]4[CH:4]=[C:5]([CH:6]=[CH:7][CH:2]=4)[C:8]([OH:31])=[O:30])[C:11]3=[O:29])[CH2:9]2)=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 962WaterHCID 3939Lithium HydroxideHCID 86654392((2-(4-Chlorophenyl)-2'-oxospiro[cyclo-propane-1,3'-indoline]-1'-yl)methyl)benzoate

生成物 1

HCID 53244689HCID 53244689、化合物

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

(1R,2S) and (1S,2R)-methyl-3-(((2-(4-chlorophenyl)-2′-oxospiro[cyclo-propane-1,3′-indoline]-1′-yl)methyl)benzoate (48 mg) was dissolved in 1 mL of methanol; then 0.1 mL of water was added followed by lithium hydroxide (10 mg). The mixture was stirred for 14 hours at room temperature. The solvent was removed under reduced pressure. The residue was dissolved in 2 mL of DMF and purified by preparative HPLC to give the title compound as white powder (10 mg). LC/MS m/e calcd. for C24H18ClNO3: 403, observed (M+H)+: 404.1 1H NMR (400 MHz, DMSO-d6) δppm 2.12 (dd, J=9.09, 4.80 Hz, 1H) 2.40 (dd, J=7.96, 4.93 Hz, 1H) 3.19-3.24 (m, 1 H) 5.10 (s, 2H) 6.17 (d, J=7.33 Hz, 1H) 6.72 (t, J=7.58 Hz, 1H) 6.95 (d, J=7.83 Hz, 1H) 7.08 (t, J=7.83 Hz, 1H) 7.30-7.41 (m, 4H) 7.50 (t, J=7.71 Hz, 1H) 7.60 (d, J=7.58 Hz, 1H) 7.82-7.89 (m, 2 H) 13.04 (s, 1H).

後処理

  1. customThe solvent was removed under reduced pressure
  2. dissolutionThe residue was dissolved in 2 mL of DMF
  3. custompurified by preparative HPLC

出典と根拠

ORDレコード
ord-f201501db305477fbfe89ec114d4e6ee
出典データセット
uspto-grants-2013_01
特許番号
US08354443B2

反応ノート

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