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Water → methyl 4-{[(3S)-1-(tert-butoxycarbonyl)piperidin-3-yl]amino}-6-iodoquinazoline-8-carboxylate

HRID 474473
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HRID 474473 반응식
[NH2:1][C@H:2]1[CH2:7][CH2:6][CH2:5][N:4]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:3]1.Cl[C:16]1[C:25]2[C:20](=[C:21]([C:27]([O:29][CH3:30])=[O:28])[CH:22]=[C:23]([I:26])[CH:24]=2)[N:19]=[CH:18][N:17]=1.O.[OH-].[Na+]>CC#N>[C:11]([O:10][C:8]([N:4]1[CH2:5][CH2:6][CH2:7][C@H:2]([NH:1][C:16]2[C:25]3[C:20](=[C:21]([C:27]([O:29][CH3:30])=[O:28])[CH:22]=[C:23]([I:26])[CH:24]=3)[N:19]=[CH:18][N:17]=2)[CH2:3]1)=[O:9])([CH3:14])([CH3:13])[CH3:12]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 1501975tert-butyl (3S)-3-aminopiperidine-1-carboxylateHCID 77231312Methyl 4-chloro-6-iodoquinazoline-8-carboxylate

생성물 1

HCID 66763868methyl 4-{[(3S)-1-(tert-butoxycarbonyl)piperidin-3-yl]amino}-6-iodoquinazoline-8-carboxylate수율 14.3%

시약·촉매·용매 1

HCID 6342
Acetonitrile
용매

실험 절차

Dissolved tert-butyl (35)-3-aminopiperidine-1-carboxylate (632.11 mg; 3.16 mmol; 1.10 eq.) in MeCN (18.00 ml) and TEA (1.00 ml). Added this mixture to methyl 4-chloro-6-iodoquinazoline-8-carboxylate (1000.00 mg; 2.87 mmol; 1.00 eq.). Stirred reaction at room temperature for 45 hours. LCMS indicated M+1=513 present. Diluted reaction with water and 1N NaOH. Filtered the resulting precipitate. Washed with water and dried to give a yellowish solid (210 mg). Carried material on without further purification. LCMS: M+1=513

후처리

  1. customreaction at room temperature for 45 hours
  2. additionDiluted
  3. filtrationFiltered the resulting precipitate
  4. washWashed with water
  5. customdried

출처 및 근거

ORD 기록
ord-e86dd1e0306b49829c7fcbea9a8491cb
출처 데이터셋
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08637532B2

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