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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
ノート
印刷プレビュー

反応式

HRID 1524265 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962
Water
溶媒
HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-1c285459a24d495fa46c9ab219bd6856
出典データセット
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09079880B2

反応ノート

読み込み中…

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