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Trifluoroacetic acid → HCID 24956038、化合物

HRID 1256789
ノート
印刷プレビュー

反応式

HRID 1256789 の反応式
C(OC(=O)[N:7]([CH2:26][C:27]1[CH:32]=[CH:31][C:30]([Cl:33])=[CH:29][CH:28]=1)[C:8]1[CH:13]=[CH:12][C:11]([CH:14](O)[C:15]2[C:23]3[C:18](=[N:19][CH:20]=[CH:21][CH:22]=3)[NH:17][CH:16]=2)=[C:10]([Cl:25])[N:9]=1)(C)(C)C.C([SiH](CC)CC)C.FC(F)(F)C(O)=O>C(#N)C>[NH:17]1[C:18]2=[N:19][CH:20]=[CH:21][CH:22]=[C:23]2[C:15]([CH2:14][C:11]2[CH:12]=[CH:13][C:8]([NH:7][CH2:26][C:27]3[CH:28]=[CH:29][C:30]([Cl:33])=[CH:31][CH:32]=3)=[N:9][C:10]=2[Cl:25])=[CH:16]1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 58442093HCID 58442093、化合物

生成物 1

HCID 24956038HCID 24956038、化合物

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

To (4-chloro-benzyl)-6-chloro-5-[hydroxy-(1H-pyrrolo[2,3-b]pyridin-3-yl)-methyl]-pyridin-2-yl-carbamic acid tert-butyl ester (542, 1.00 g, 2.00 mmol) in acetonitrile (130.0 mL) were added triethylsilane (11.5 mL, 0.0720 mol) and trifluoroacetic acid (5.5 mL, 0.071 mol). The reaction was heated to reflux for 2 hours, then concentrated, poured into aqueous potassium carbonate, and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated and washed with ethyl acetate and hexane to give a light yellow solid (P-0161, 480 mg, 62%). MS (ESI) [M+H+]+=383.1, 385.1.

後処理

  1. temperatureThe reaction was heated
  2. temperatureto reflux for 2 hours
  3. concentrationconcentrated
  4. additionpoured into aqueous potassium carbonate
  5. extractionextracted with ethyl acetate
  6. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  7. filtrationfiltered
  8. concentrationThe filtrate was concentrated
  9. washwashed with ethyl acetate and hexane
  10. customto give a light yellow solid (P-0161, 480 mg, 62%)

出典と根拠

ORDレコード
ord-84002feca5d14693a2c6232abdc803c6
出典データセット
uspto-grants-2013_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08461169B2

反応ノート

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