Trifluoroacetic acid → 1-(Benzo[d][1,3]dioxol-5-yl)-N-(2-tert-butyl-1-(1,3-dihydroxypropan-2-yl)indolin-5-yl)cyclopropanecarboxamide

HRID 503459

反応式

HRID 503459 の反応式
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3([C:13]([NH:15][C:16]4[CH:17]=[C:18]5[C:22](=[CH:23][CH:24]=4)[NH:21][CH:20]([C:25]([CH3:28])([CH3:27])[CH3:26])[CH2:19]5)=[O:14])[CH2:12][CH2:11]3)=[CH:9][C:4]=2[O:3][CH2:2]1.F[C:30](F)(F)[C:31]([OH:33])=O.[C:36](O[BH-](OC(=O)C)OC(=O)C)(=[O:38])C.[Na+]>ClC(Cl)C.CC1(C)OCC(=O)CO1>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3([C:13]([NH:15][C:16]4[CH:17]=[C:18]5[C:22](=[CH:23][CH:24]=4)[N:21]([CH:30]([CH2:31][OH:33])[CH2:36][OH:38])[CH:20]([C:25]([CH3:28])([CH3:27])[CH3:26])[CH2:19]5)=[O:14])[CH2:12][CH2:11]3)=[CH:9][C:4]=2[O:3][CH2:2]1

参加物

6

反応物 3

HCID 6422Trifluoroacetic acidHCID 5049666Sodium triacetoxyborohydrideHCID 591292381-(Benzo[d][1,3]dioxol-5-yl)-N-(2-tert-butylindolin-5-yl)cyclopropanecarboxamide

生成物 1

HCID 591294261-(Benzo[d][1,3]dioxol-5-yl)-N-(2-tert-butyl-1-(1,3-dihydroxypropan-2-yl)indolin-5-yl)cyclopropanecarboxamide

試薬・触媒・溶媒 2

HCID 63651,1-Dichloroethane溶媒HCID 27331412,2-Dimethyl-1,3-dioxan-5-one溶媒

実験手順

1-(Benzo[d][1,3]dioxol-5-yl)-N-(2-tert-butylindolin-5-yl)cyclopropanecarboxamide (50 mg, 0.13 mmol) was dissolved in dichloroethane (0.20 mL) and 2,2-dimethyl-1,3-dioxan-5-one (0.20 mL). Trifluoroacetic acid was added (0.039 mL) and the resulting solution was allowed to stir for 20 minutes. Sodium triacetoxyborohydride was added (55 mg, 0.26 mmol) and the reaction mixture was stirred for 30 minutes. The crude reaction mixture was then evaporated to dryness, dissolved in N,N-dimethylformamide and purified by preparative HPLC using a gradient of 0-99% acetonitrile in water containing 0.05% trifluoroacetic acid.

後処理

  1. stirringthe reaction mixture was stirred for 30 minutes
  2. customThe crude reaction mixture
  3. customwas then evaporated to dryness
  4. dissolutiondissolved in N,N-dimethylformamide
  5. custompurified by preparative HPLC

出典と根拠

ORDレコード
ord-7fe719fd5c904bfb8b7c73da52b97d18
出典データセット
uspto-grants-2010_08
特許番号
US07776905B2

関連ノート

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