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Diisopropylethylamine → Tert-butyl 3-((7-chloropyrido[3,4-b]pyrazin-5-ylamino)methyl)-3-fluoropiperidine-1-carboxylate

HRID 57584
ノート
印刷プレビュー

反応式

HRID 57584 の反応式
[NH2:1][CH2:2][C:3]1([F:16])[CH2:8][CH2:7][CH2:6][N:5]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:4]1.CCN(C(C)C)C(C)C.Cl[C:27]1[C:32]2=[N:33][CH:34]=[CH:35][N:36]=[C:31]2[CH:30]=[C:29]([Cl:37])[N:28]=1>C1COCC1>[Cl:37][C:29]1[N:28]=[C:27]([NH:1][CH2:2][C:3]2([F:16])[CH2:8][CH2:7][CH2:6][N:5]([C:9]([O:11][C:12]([CH3:13])([CH3:15])[CH3:14])=[O:10])[CH2:4]2)[C:32]2=[N:33][CH:34]=[CH:35][N:36]=[C:31]2[CH:30]=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 81531DiisopropylethylamineHCID 56973580tert-Butyl 3-(aminomethyl)-3-fluoropiperidine-1-carboxylateHCID 717428275,7-Dichloropyrido(3,4-b)pyrazine

生成物 1

HCID 86717373Tert-butyl 3-((7-chloropyrido[3,4-b]pyrazin-5-ylamino)methyl)-3-fluoropiperidine-1-carboxylate収率 26.8%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran
溶媒

実験手順

tert-butyl 3-(aminomethyl)-3-fluoropiperidine-1-carboxylate (3.86 g, 16.6 mmol) and DIPEA (3.22 g, 24.9 mmol) were added to a solution of 5,7-dichloropyrido[3,4-b]pyrazine (3.32 g, 16.6 mmol) in THF (60 mL) and the mixture was refluxed overnight. The volatile components were evaporated and the residue was extracted with ethyl acetate. Ethyl acetate was washed with brine and dried. The solvent was removed in vacuo The crude residue was purified by silica-gel chromatography eluting with Hexane-50% EtOAc/Hexane (gradient) then C18 column to afford the subtitled compound as pale yellow solid 1.76 g. MS (m/z): 396 (M+H)+

後処理

  1. temperaturethe mixture was refluxed overnight
  2. customThe volatile components were evaporated
  3. extractionthe residue was extracted with ethyl acetate
  4. washEthyl acetate was washed with brine
  5. customdried
  6. customThe solvent was removed in vacuo The crude residue
  7. customwas purified by silica-gel chromatography
  8. washeluting with Hexane-50% EtOAc/Hexane (gradient)

出典と根拠

ORDレコード
ord-93a4037ccaae4252af2679660a6608b3
出典データセット
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09434726B2

反応ノート

読み込み中…

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