Tetrabutylammonium Fluoride → HCID 10250607、化合物

HRID 1247517ノート

反応式

HRID 1247517 の反応式
CCCC[N+](CCCC)(CCCC)CCCC.[F-].[Si]([O:26][CH2:27][CH2:28][CH2:29][N:30]1[C:39]2[C:34](=[CH:35][CH:36]=[CH:37][CH:38]=2)[CH2:33][CH:32]([NH:40][C:41]([C:43]2[NH:47][C:46]3[S:48][C:49]([Cl:51])=[CH:50][C:45]=3[CH:44]=2)=[O:42])[C:31]1=[O:52])(C(C)(C)C)(C)C>C1COCC1>[Cl:51][C:49]1[S:48][C:46]2[NH:47][C:43]([C:41]([NH:40][CH:32]3[CH2:33][C:34]4[C:39](=[CH:38][CH:37]=[CH:36][CH:35]=4)[N:30]([CH2:29][CH2:28][CH2:27][OH:26])[C:31]3=[O:52])=[O:42])=[CH:44][C:45]=2[CH:50]=1

参加物

4

反応物 2

HCID 2724141Tetrabutylammonium FluorideHCID 21906851N-[1-(3-{[tert-butyl(dimethyl)silyl]oxy}propyl)-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl]-2-chloro-6H-thieno[2,3-b]pyrrole-5-carboxamide

生成物 1

HCID 10250607HCID 10250607、化合物収率 86.5%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

TBAF (1.0 M in THF, 4.92 mL, 4.92 mmol) was added to N-[1-(3-{[tert-butyl(dimethyl)silyl]oxy}propyl)-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl]-2-chloro-6H-thieno[2,3-b]pyrrole-5-carboxamide (Method 20, 1.84 g, 3.56 mmol) in THF (15 mL) and the reaction was stirred for 48 hours. The reaction was quenched by the addition of EtOAc (50 mL) and NH4Cl (aq.) (20 mL) and the organic layer was dried (MgSO4), filtered and evaporated. Purification by column chromatography afforded the title compound (1.24 g, 3.08 mmol, 86%) as a white solid.

後処理

  1. customThe reaction was quenched by the addition of EtOAc (50 mL) and NH4Cl (aq.) (20 mL)
  2. dry with materialthe organic layer was dried (MgSO4)
  3. filtrationfiltered
  4. customevaporated
  5. customPurification by column chromatography

出典と根拠

ORDレコード
ord-97688c8b3276494d8cb71e8fd100aff6
出典データセット
uspto-grants-2006_10
特許番号
US07129249B2

反応ノート

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