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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → trans-3-(3-Cyano-phenylcarbamoyl)-4-[3-(5-methyl-4,5,6,7-tetrahydro-thiazolo[5,4-c]pyridin-2-ylcarbamoyl)-phenyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

HRID 1524291
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HRID 1524291 반응식
CN(C)CCCN=C=NCC.OC1C2N=NNC=2C=CC=1.C(N(CC)C(C)C)(C)C.[C:31]([O:35][C:36]([N:38]1[CH2:42][C@@H:41]([C:43](=[O:53])[NH:44][C:45]2[CH:50]=[CH:49][CH:48]=[C:47]([C:51]#[N:52])[CH:46]=2)[C@H:40]([C:54]2[CH:59]=[CH:58][CH:57]=[C:56]([C:60](O)=[O:61])[CH:55]=2)[CH2:39]1)=[O:37])([CH3:34])([CH3:33])[CH3:32].[CH3:63][N:64]1[CH2:69][CH2:68][C:67]2[N:70]=[C:71]([NH2:73])[S:72][C:66]=2[CH2:65]1>CC(N(C)C)=O.O>[C:31]([O:35][C:36]([N:38]1[CH2:39][C@@H:40]([C:54]2[CH:59]=[CH:58][CH:57]=[C:56]([C:60](=[O:61])[NH:73][C:71]3[S:72][C:66]4[CH2:65][N:64]([CH3:63])[CH2:69][CH2:68][C:67]=4[N:70]=3)[CH:55]=2)[C@H:41]([C:43](=[O:53])[NH:44][C:45]2[CH:50]=[CH:49][CH:48]=[C:47]([C:51]#[N:52])[CH:46]=2)[CH2:42]1)=[O:37])([CH3:33])([CH3:34])[CH3:32]
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참가 물질

8

반응물 5

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 81531DiisopropylethylamineHCID 23979985-methyl-4H,5H,6H,7H-[1,3]thiazolo[5,4-c]pyridin-2-amineHCID 68089451trans-3-(3-Carboxy-phenyl)-4-(3-cyano-phenylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl esterHCID 178418300HCID 178418300, 화합물

생성물 1

HCID 86667843
trans-3-(3-Cyano-phenylcarbamoyl)-4-[3-(5-methyl-4,5,6,7-tetrahydro-thiazolo[5,4-c]pyridin-2-ylcarbamoyl)-phenyl]-pyrrolidine-1-carboxylic acid tert-butyl ester
수율 100.5%

시약·촉매·용매 2

HCID 962Water용매HCID 31374Dimethylacetamide용매

실험 절차

Add N-(-3-dimethylaminopropyl)-N′-ethylcarbodiimide (0.10 g, 0.52 mmol), followed by hydroxybenzotriazole (0.07 g, 0.52 mmol) and N,N-diisopropylethyl amine (0.18 mL, 1.00 mmol) to a solution of trans-3-(3-carboxy-phenyl)-4-(3-cyano-phenylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (0.17 g, 0.39 mmol) in dimethylacetamide (5 mL). Stir the mixture at room temperature for 1 h then add 5-methyl-4,5,6,7-tetrahydro-thiazolo[5,4-c]pyridin-2-ylamine (0.08 g, 0.50 mmol) and heat the mixture to 50° C. with stifling overnight. Cool the reaction to room temperature and dilute with water causing a solid to precipitate from solution. Collect the formed solid by filtration, wash with water and dry on the filter pad to provide 0.23 g (quant.) of trans-3-(3-cyano-phenylcarbamoyl)-4-[3-(5-methyl-4,5,6,7-tetrahydro-thiazolo[5,4-c]pyridin-2-ylcarbamoyl)-phenyl]-pyrrolidine-1-carboxylic acid tert-butyl ester as a powder.

후처리

  1. temperatureCool
  2. customthe reaction to room temperature
  3. customto precipitate from solution
  4. customCollect the formed solid
  5. filtrationby filtration
  6. washwash with water
  7. customdry on the filter pad

출처 및 근거

ORD 기록
ord-154fc6acd8434939a47474d4b1c4802f
출처 데이터셋
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09079880B2

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