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Triethylamine → N-(6-fluoro-1,2,3,4-tetrahydroquinolin-3-yl)-6H-thieno[2,3-b]pyrrole-5-carboxamide

HRID 1247520
ノート
印刷プレビュー

反応式

HRID 1247520 の反応式
CCN(CC)CC.C1C=CC2N(O)N=NC=2C=1.Cl.[NH2:19][CH:20]1[CH2:29][C:28]2[C:23](=[CH:24][CH:25]=[C:26]([F:30])[CH:27]=2)[NH:22][C:21]1=O.CCN=C=NCCCN(C)C.Cl[C:44]1[S:54][C:47]2[NH:48][C:49]([C:51](O)=[O:52])=[CH:50][C:46]=2[CH:45]=1>CN(C=O)C.O>[F:30][C:26]1[CH:27]=[C:28]2[C:23](=[CH:24][CH:25]=1)[NH:22][CH2:21][CH:20]([NH:19][C:51]([C:49]1[NH:48][C:47]3[S:54][CH:44]=[CH:45][C:46]=3[CH:50]=1)=[O:52])[CH2:29]2
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 5

HCID 8471TriethylamineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 104428202-Chloro-6H-thieno[2,3-b]pyrrole-5-carboxylic acidHCID 127614113-amino-6-fluoro-3,4-dihydro-2(1H)-quinolinone monohydrochloride

生成物 1

HCID 21906824
N-(6-fluoro-1,2,3,4-tetrahydroquinolin-3-yl)-6H-thieno[2,3-b]pyrrole-5-carboxamide
収率 84%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

Et3N (184 μL, 1.32 mmol), HOBT (89 mg, 0.66 mmol), 3-amino-6-fluoro-3,4-dihydro-2(1H)-quinolinone monohydrochloride (CAS Reg. No: 82420-54-0) (143 mg, 0.66 mmol), and EDAC (127 mg, 0.66 mmol) were added to a solution of 2-chloro-6H-thieno[2,3-b]pyrrole-5-carboxylic acid (133 mg, 0.66 mmol) in anhydrous DMF (3.5 mL). The reaction was stirred at ambient temperature for approximately 16 h, and then poured into water (50 mL). This was stirred vigorously for about 10 mins. and filtered. The collected precipitate was washed with water and dried in vacuum at 40° C., to give the title compound (203 mg, 84%) as an amorphous solid.

後処理

  1. stirringThis was stirred vigorously for about 10 mins
  2. filtrationand filtered
  3. washThe collected precipitate was washed with water
  4. customdried in vacuum at 40° C.

出典と根拠

ORDレコード
ord-d111c2b258fa4441bc7072693d9ab05f
出典データセット
uspto-grants-2006_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07129249B2

反応ノート

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