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Trifluoroacetic acid → 2-[(2R)-2-(Hydroxymethyl)morpholin-4-yl]-5-({1-[4-(1-methylethenyl)-2-(trifluoromethyl)benzyl]-1H-indazol-5-yl}methylidene)-1,3-thiazol-4(5H)-one

HRID 2384851
ノート
印刷プレビュー

反応式

HRID 2384851 の反応式
O[C:2]([C:5]1[CH:35]=[CH:34][C:8]([CH2:9][N:10]2[C:18]3[C:13](=[CH:14][C:15]([CH:19]=[C:20]4[S:24][C:23]([N:25]5[CH2:30][CH2:29][O:28][CH:27]([CH2:31][OH:32])[CH2:26]5)=[N:22][C:21]4=[O:33])=[CH:16][CH:17]=3)[CH:12]=[N:11]2)=[C:7]([C:36]([F:39])([F:38])[F:37])[CH:6]=1)([CH3:4])[CH3:3].C(O)(C(F)(F)F)=O>ClCCl>[OH:32][CH2:31][C@@H:27]1[O:28][CH2:29][CH2:30][N:25]([C:23]2[S:24][C:20](=[CH:19][C:15]3[CH:14]=[C:13]4[C:18](=[CH:17][CH:16]=3)[N:10]([CH2:9][C:8]3[CH:34]=[CH:35][C:5]([C:2]([CH3:4])=[CH2:3])=[CH:6][C:7]=3[C:36]([F:37])([F:39])[F:38])[N:11]=[CH:12]4)[C:21](=[O:33])[N:22]=2)[CH2:26]1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 672408885-{1-[4-(1-Hydroxy-1-methyl-ethyl)-2-trifluoromethyl-benzyl]-1H-indazol-5-ylmethylene}-2-(2-hydroxymethyl-morpholin-4-yl)-thiazol-4-one

生成物 1

HCID 672404252-[(2R)-2-(Hydroxymethyl)morpholin-4-yl]-5-({1-[4-(1-methylethenyl)-2-(trifluoromethyl)benzyl]-1H-indazol-5-yl}methylidene)-1,3-thiazol-4(5H)-one収率 24.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane
溶媒

実験手順

A solution of 5-{1-[4-(1-Hydroxy-1-methyl-ethyl)-2-trifluoromethyl-benzyl]-1H-indazol-5-ylmethylene}-2-(2-hydroxymethyl-morpholin-4-yl)-thiazol-4-one (400 mg, 0.71 mmol) in dichloromethane (2 mL) was treated with TFA (2 mL). The reaction mixture was stirred at room temperature for 1.5 hour and partitioned between water and dichloromethane. The dichloromethane layer was washed with aqueous saturated sodium carbonate, brine, dried over Na2SO4, filtered, and the solvent evaporated in vacuo to yield a crude solid. The crude solid was purified via flash chromatography (90% ethyl acetate in Heptane) to yield the title compound as a solid (94 mg, 24% yield).

後処理

  1. custompartitioned between water and dichloromethane
  2. washThe dichloromethane layer was washed with aqueous saturated sodium carbonate, brine
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. customthe solvent evaporated in vacuo
  6. customto yield a crude solid
  7. customThe crude solid was purified via flash chromatography (90% ethyl acetate in Heptane)

出典と根拠

ORDレコード
ord-76ad8f1ec802451abe3bc0e631321d21
出典データセット
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08263781B2

反応ノート

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