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Hydrochloric Acid → N2-(2,3-dimethyl-2H-indazol-6-yl)-5-methyl-N4-(3-azaspiro[5.5]undecan-9-yl)pyrimidine-2,4-diamine

HRID 1056650
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HRID 1056650 반응식
[CH3:1][N:2]1[C:10]([CH3:11])=[C:9]2[C:4]([CH:5]=[C:6]([NH:12][C:13]3[N:18]=[C:17]([NH:19][CH:20]4[CH2:37][CH2:36][C:23]5([CH2:28][CH2:27][N:26](C(OC(C)(C)C)=O)[CH2:25][CH2:24]5)[CH2:22][CH2:21]4)[C:16]([CH3:38])=[CH:15][N:14]=3)[CH:7]=[CH:8]2)=[N:3]1.Cl>C(OCC)(=O)C>[CH3:1][N:2]1[C:10]([CH3:11])=[C:9]2[C:4]([CH:5]=[C:6]([NH:12][C:13]3[N:18]=[C:17]([NH:19][CH:20]4[CH2:37][CH2:36][C:23]5([CH2:28][CH2:27][NH:26][CH2:25][CH2:24]5)[CH2:22][CH2:21]4)[C:16]([CH3:38])=[CH:15][N:14]=3)[CH:7]=[CH:8]2)=[N:3]1
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반응물 2

HCID 313Hydrochloric AcidHCID 118390178tert-butyl 9-((2-((2,3-dimethyl-2H-indazol-6-yl)amino)-5-methylpyrimidin-4-yl)amino)-3-azaspiro[5.5]undecane-3-carboxylate

생성물 1

HCID 118406574N2-(2,3-dimethyl-2H-indazol-6-yl)-5-methyl-N4-(3-azaspiro[5.5]undecan-9-yl)pyrimidine-2,4-diamine수율 95.8%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

To tert-butyl 9-((2-((2,3-dimethyl-2H-indazol-6-yl)amino)-5-methylpyrimidin-4-yl)amino)-3-azaspiro[5.5]undecane-3-carboxylate (1.04 g, 2.00 mmol) was added a solution of hydrogen chloride in ethyl acetate (8 mL, 3 mol/L). The reaction was stirred at rt overnight and then concentrated in vacuo. The residue was diluted with Na2CO3 solution (sat, 100 mL), the mixture was extracted with DCM/MeOH (10/1, 150 mL×3). The organic layers were dried with Na2SO4, filtered and concentrated in vacuo to give the title compound as a yellow solid (804 mg, 95.8%).

후처리

  1. concentrationconcentrated in vacuo
  2. additionThe residue was diluted with Na2CO3 solution (sat, 100 mL)
  3. extractionthe mixture was extracted with DCM/MeOH (10/1, 150 mL×3)
  4. dry with materialThe organic layers were dried with Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-ba0df45dfa454b8a91ac89f946501e42
출처 데이터셋
uspto-grants-2016_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09399637B2

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