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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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methyl cis-5-amino-1-[4-methyl-6-(1H-pyrazol-5-ylamino)pyrimidin-2-yl]piperidine-3-carboxylate → methyl cis-1-[4-methyl-6-(1H-pyrazol-5-ylamino)pyrimidin-2-yl]-5-[({[(2S)-1,1,1-trifluoropropan-2-yl]oxy}carbonyl)amino]piperidine-3-carboxylate

HRID 383787
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HRID 383787 반응식
[NH2:1][C@H:2]1[CH2:7][N:6]([C:8]2[N:13]=[C:12]([CH3:14])[CH:11]=[C:10]([NH:15][C:16]3[NH:20][N:19]=[CH:18][CH:17]=3)[N:9]=2)[CH2:5][C@@H:4]([C:21]([O:23][CH3:24])=[O:22])[CH2:3]1.[C:25](=O)([O:36][C@@H:37]([CH3:42])[C:38]([F:41])([F:40])[F:39])[O:26]C1C=CC([N+]([O-])=O)=CC=1>C(Cl)(Cl)Cl.CCN(C(C)C)C(C)C>[CH3:14][C:12]1[CH:11]=[C:10]([NH:15][C:16]2[NH:20][N:19]=[CH:18][CH:17]=2)[N:9]=[C:8]([N:6]2[CH2:7][C@H:2]([NH:1][C:25]([O:36][C@@H:37]([CH3:42])[C:38]([F:41])([F:40])[F:39])=[O:26])[CH2:3][C@H:4]([C:21]([O:23][CH3:24])=[O:22])[CH2:5]2)[N:13]=1
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참가 물질

5

반응물 2

HCID 66660299methyl cis-5-amino-1-[4-methyl-6-(1H-pyrazol-5-ylamino)pyrimidin-2-yl]piperidine-3-carboxylateHCID 687562104-nitrophenyl (2S)-1,1,1-trifluoropropan-2-yl carbonate

생성물 1

HCID 66660365methyl cis-1-[4-methyl-6-(1H-pyrazol-5-ylamino)pyrimidin-2-yl]-5-[({[(2S)-1,1,1-trifluoropropan-2-yl]oxy}carbonyl)amino]piperidine-3-carboxylate

시약·촉매·용매 2

HCID 6212Chloroform용매2회
HCID 81531
Diisopropylethylamine
용매

실험 절차

The crude methyl cis-5-amino-1-[4-methyl-6-(1H-pyrazol-5-ylamino)pyrimidin-2-yl]piperidine-3-carboxylate prepared in Step 4 of Example 6 was dissolved into CHCl3 (6 ml). To the solution was added the solution of 4-nitrophenyl (2S)-1,1,1-trifluoropropan-2-yl carbonate (203.3 mg) in CHCl3 and DIEA (125.0 μl). After stirring at room temperature for 2 hours, the mixture was concentrated in vacuo. The residue was dissolved into EtOAc, poured into 1 M aqueous solution of NaOH and extracted with EtOAc. The extract was washed with saturated aqueous solution of NaHCO3, dried over MgSO4 and concentrated to give the crude methyl cis-1-[4-methyl-6-(1H-pyrazol-5-ylamino)pyrimidin-2-yl]-5-[({[(2S)-1,1,1-trifluoropropan-2-yl]oxy}carbonyl)amino]piperidine-3-carboxylate as a pale orange amorphous form.

후처리

  1. concentrationthe mixture was concentrated in vacuo
  2. dissolutionThe residue was dissolved into EtOAc
  3. additionpoured into 1 M aqueous solution of NaOH
  4. extractionextracted with EtOAc
  5. washThe extract was washed with saturated aqueous solution of NaHCO3
  6. dry with materialdried over MgSO4
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-b62ddfc14584401a9dc0248dfca81268
출처 데이터셋
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08367690B2

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