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Diisopropylethylamine → 3-[(3-cyano-phenylcarbamoyl)-methoxy]-N-(5-methyl-4,5,6,7-tetrahydro-thiazolo[5,4-c]pyridin-2-yl)-benzamide

HRID 1524265
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HRID 1524265 반응식
[CH3:1][N:2]1[CH2:7][CH2:6][C:5]2[N:8]=[C:9]([NH2:11])[S:10][C:4]=2[CH2:3]1.C(N(CC)C(C)C)(C)C.[C:21]([C:23]1[CH:24]=[C:25]([NH:29][C:30]([CH2:32][O:33][C:34]2[CH:35]=[C:36]([CH:40]=[CH:41][CH:42]=2)[C:37](O)=[O:38])=[O:31])[CH:26]=[CH:27][CH:28]=1)#[N:22]>CN(C)C=O.O>[C:21]([C:23]1[CH:24]=[C:25]([NH:29][C:30]([CH2:32][O:33][C:34]2[CH:35]=[C:36]([CH:40]=[CH:41][CH:42]=2)[C:37]([NH:11][C:9]2[S:10][C:4]3[CH2:3][N:2]([CH3:1])[CH2:7][CH2:6][C:5]=3[N:8]=2)=[O:38])=[O:31])[CH:26]=[CH:27][CH:28]=1)#[N:22]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 81531DiisopropylethylamineHCID 23979985-methyl-4H,5H,6H,7H-[1,3]thiazolo[5,4-c]pyridin-2-amineHCID 454172573-[(3-Cyano-phenylcarbamoyl)-methoxy]-benzoic acid

생성물 1

HCID 565985723-[(3-cyano-phenylcarbamoyl)-methoxy]-N-(5-methyl-4,5,6,7-tetrahydro-thiazolo[5,4-c]pyridin-2-yl)-benzamide수율 26.3%

시약·촉매·용매 2

HCID 962
Water
용매
HCID 6228Dimethylformamide용매

실험 절차

Add 5-methyl-4,5,6,7-tetrahydro-thiazolo[5,4-c]pyridin-2-ylamine (0.03 g, 0.18 mmol) followed by O-(7-azabenzotriazole-1-yl)-N,N,N′,N′-tetramethyl uranium hexafluorophosphate (0.07 g, 0.18 mmol) and N,N-diisopropylethyl amine (0.10 mL, 0.54 mmol) to a solution of 3-[(3-cyano-phenylcarbamoyl)-methoxy]-benzoic acid (0.05 g, 0.17 mmol) in N,N-dimethylformamide (2 mL). Sir the mixture at room temperature for 15 h then dilute with water causing a solid to precipitate from solution. Collect the solid by filtration, wash with water and dry on the filter pad. Triturate the crude product with methylene chloride and dry on the filter pad to provide 0.020 g of the title compound as a powder. MS, electrospray 448.96 (M+H), rt. 1.13 min.

후처리

  1. customto precipitate from solution
  2. customCollect the solid
  3. filtrationby filtration
  4. washwash with water
  5. customdry on the filter pad
  6. customTriturate the crude product with methylene chloride
  7. customdry on the filter pad

출처 및 근거

ORD 기록
ord-1c285459a24d495fa46c9ab219bd6856
출처 데이터셋
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09079880B2

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