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4-Amino-1-Boc-piperidine → 1,1-Dimethylethyl 4-[[4-amino-5-(2,3-difluoro-6-methoxybenzoyl)-2-pyrimidinyl]amino]-1-piperidinecarboxylate

HRID 1435248
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인쇄 미리보기

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HRID 1435248 반응식
[NH2:1][C:2]1[C:7]([C:8]([C:10]2[C:15]([O:16][CH3:17])=[CH:14][CH:13]=[C:12]([F:18])[C:11]=2[F:19])=[O:9])=[CH:6][N:5]=[C:4](S(CC)=O)[N:3]=1.[NH2:24][CH:25]1[CH2:30][CH2:29][N:28]([C:31]([O:33][C:34]([CH3:37])([CH3:36])[CH3:35])=[O:32])[CH2:27][CH2:26]1>CN1CCCC1=O.O>[C:34]([O:33][C:31]([N:28]1[CH2:29][CH2:30][CH:25]([NH:24][C:4]2[N:3]=[C:2]([NH2:1])[C:7]([C:8](=[O:9])[C:10]3[C:15]([O:16][CH3:17])=[CH:14][CH:13]=[C:12]([F:18])[C:11]=3[F:19])=[CH:6][N:5]=2)[CH2:26][CH2:27]1)=[O:32])([CH3:37])([CH3:35])[CH3:36]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 12682914-Amino-1-Boc-piperidineHCID 21070554(4-Amino-2-(ethylsulfinyl)pyrimidin-5-yl)(2,3-difluoro-6-methoxyphenyl)methanone

생성물 1

HCID 587775881,1-Dimethylethyl 4-[[4-amino-5-(2,3-difluoro-6-methoxybenzoyl)-2-pyrimidinyl]amino]-1-piperidinecarboxylate수율 80%

시약·촉매·용매 2

HCID 962Water용매HCID 13387
N-methyl-2-pyrrolidone
용매

실험 절차

A solution of (4-amino-2-ethanesulfinyl-pyrimidin-5-yl)-(2,3-difluoro-6-methoxy-phenyl)-methanone (7.7 g, 23 mmol, Example 165) and 4-amino-1N-Boc-piperidine (6.8 g, 34 mmol, Astatech) in 30 mL of 1-methyl-2-pyrrolidinone was heated at 70° C. for 30 minutes. The reaction mixture was diluted with water and extracted with ethyl acetate. The dried (Na2SO4) organic solution was evaporated and the residue was chromatographed on silica gel. Elution with 3:2 ethyl acetate/hexane provided 80% yield of 4-[4-amino-5-(2,3-difluoro-6-methoxy-benzoyl)-pyrimidin-2-ylamino]-piperidine-1-carboxylic acid tert-butyl ester as a colorless solid, mp 114 dec., identical to material prepared in Example 106. Mass Spectrum (LR-ES) M+: 463.

후처리

  1. extractionextracted with ethyl acetate
  2. dry with materialThe dried (Na2SO4) organic solution
  3. customwas evaporated
  4. customthe residue was chromatographed on silica gel
  5. washElution with 3:2 ethyl acetate/hexane

출처 및 근거

ORD 기록
ord-21842b7281274579804a3a0ef377cb77
출처 데이터셋
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07615634B2

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