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Diisopropylethylamine → (R)-4-(7-chloro-5-trifluoromethyl-thiazolo[4,5-d]pyrimidin-2-yl)-1-(4-trifluoromethoxy-benzenesulfonyl)-piperazine-2-carboxylic acid 4-difluoromethoxy-3-fluoro-benzylamide

HRID 908621
ノート
印刷プレビュー

反応式

HRID 908621 の反応式
[F:1][CH:2]([F:35])[O:3][C:4]1[CH:33]=[CH:32][C:7]([CH2:8][NH:9][C:10]([C@H:12]2[CH2:17][NH:16][CH2:15][CH2:14][N:13]2[S:18]([C:21]2[CH:26]=[CH:25][C:24]([O:27][C:28]([F:31])([F:30])[F:29])=[CH:23][CH:22]=2)(=[O:20])=[O:19])=[O:11])=[CH:6][C:5]=1[F:34].C(N(CC)C(C)C)(C)C.Cl[C:46]1[S:47][C:48]2[C:53]([Cl:54])=[N:52][C:51]([C:55]([F:58])([F:57])[F:56])=[N:50][C:49]=2[N:59]=1>C(Cl)(Cl)Cl>[F:35][CH:2]([F:1])[O:3][C:4]1[CH:33]=[CH:32][C:7]([CH2:8][NH:9][C:10]([C@H:12]2[CH2:17][N:16]([C:46]3[S:47][C:48]4[C:53]([Cl:54])=[N:52][C:51]([C:55]([F:58])([F:57])[F:56])=[N:50][C:49]=4[N:59]=3)[CH2:15][CH2:14][N:13]2[S:18]([C:21]2[CH:22]=[CH:23][C:24]([O:27][C:28]([F:29])([F:31])[F:30])=[CH:25][CH:26]=2)(=[O:20])=[O:19])=[O:11])=[CH:6][C:5]=1[F:34]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 597038262,7-Dichloro-5-trifluoromethyl-thiazolo[4,5-d]pyrimidineHCID 59703843(R)-1-(4-trifluoromethoxy-benzenesulfonyl)-piperazine-2-carboxylic acid 4-difluoromethoxy-3-fluoro-benzylamide

生成物 1

HCID 59703768(R)-4-(7-chloro-5-trifluoromethyl-thiazolo[4,5-d]pyrimidin-2-yl)-1-(4-trifluoromethoxy-benzenesulfonyl)-piperazine-2-carboxylic acid 4-difluoromethoxy-3-fluoro-benzylamide収率 79%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

To a solution of the compound (796 mg) obtained in Step 5 in chloroform (8 ml) were successively added, with stirring under ice-cooling, N,N-diisopropylethylamine (234 mg) and 2,7-dichloro-5-trifluoromethyl-thiazolo[4,5-d]pyrimidine (414 mg). After stirring at room temperature for 1 hr, the mixture was partitioned by adding chloroform and water. The aqueous layer was extracted with chloroform, and the organic layer was dried over anhydrous magnesium sulfate, filtrated, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:n-hexane=6:1-1:2) to give the title compound (912 mg).

後処理

  1. temperaturecooling
  2. stirringAfter stirring at room temperature for 1 hr
  3. customthe mixture was partitioned
  4. additionby adding chloroform and water
  5. extractionThe aqueous layer was extracted with chloroform
  6. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  7. filtrationfiltrated
  8. concentrationconcentrated under reduced pressure
  9. customThe residue was purified by silica gel column chromatography (ethyl acetate:n-hexane=6:1-1:2)

出典と根拠

ORDレコード
ord-4229400c0e2044e4adc9cb961e34caba
出典データセット
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08017612B2

反応ノート

読み込み中…

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