Triethylamine → (1-Benzo[1,3]dioxol-5-yl-1,3,4,9-tetrahydro-beta-carbolin-2-yl)-[5-(3-trifluoromethyl-phenyl)-furan-2-yl]-methanone

HRID 983416

反応式

HRID 983416 の反応式
[F:1][C:2]([F:18])([F:17])[C:3]1[CH:4]=[C:5]([C:9]2[O:13][C:12]([C:14]([OH:16])=O)=[CH:11][CH:10]=2)[CH:6]=[CH:7][CH:8]=1.C(Cl)(=O)C(Cl)=O.[CH2:25]1[O:33][C:32]2[CH:31]=[CH:30][C:29]([CH:34]3[C:46]4[NH:45][C:44]5[C:39](=[CH:40][CH:41]=[CH:42][CH:43]=5)[C:38]=4[CH2:37][CH2:36][NH:35]3)=[CH:28][C:27]=2[O:26]1.C(N(CC)CC)C>C(Cl)Cl.CN(C=O)C>[CH2:25]1[O:33][C:32]2[CH:31]=[CH:30][C:29]([CH:34]3[C:46]4[NH:45][C:44]5[C:39](=[CH:40][CH:41]=[CH:42][CH:43]=5)[C:38]=4[CH2:37][CH2:36][N:35]3[C:14]([C:12]3[O:13][C:9]([C:5]4[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:1])([F:18])[F:17])[CH:4]=4)=[CH:10][CH:11]=3)=[O:16])=[CH:28][C:27]=2[O:26]1

参加物

7

反応物 4

HCID 8471TriethylamineHCID 65578Oxalyl chlorideHCID 2011721-(1,3-benzodioxol-5-yl)-2,3,4,9-tetrahydro-1H-beta-carbolineHCID 6882815-(3-(Trifluoromethyl)phenyl)-2-furoic acid

生成物 1

HCID 12020635(1-Benzo[1,3]dioxol-5-yl-1,3,4,9-tetrahydro-beta-carbolin-2-yl)-[5-(3-trifluoromethyl-phenyl)-furan-2-yl]-methanone

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide触媒HCID 6344Dichloromethane溶媒2 回

実験手順

To a suspension of 5-(3-trifluoromethylphenyl)furoic acid (256 mg, 1 mmol) in DCM (20 mL, anhydrous) was added oxalyl chloride (165 mg, 1.3 mmol), followed by two drops of DMF. The mixture was stirred at room temperature for 1 h. A solution of 1-(3,4-methylenedioxyphenyl)-2,3,4,9-tetrahydro-1H-β-carboline (292 mg, 1 mmol) (prepared according to the process as disclosed in WO97/43287, Intermediate 7, page 24) and triethylamine (0.4 mL) in DCM (10 mL, anhydrous) was added and the mixture was stirred at room temperature for 16 h, washed sequentially with aqueous NaHCO3, brine (2×), 1N HCl and brine (2×) and dried with MgSO4. After evaporation of the solvent, a white solid was obtained.

後処理

  1. additionwas added
  2. stirringthe mixture was stirred at room temperature for 16 h
  3. washwashed sequentially with aqueous NaHCO3, brine (2×), 1N HCl and brine (2×)
  4. dry with materialdried with MgSO4
  5. customAfter evaporation of the solvent
  6. customa white solid was obtained

出典と根拠

ORDレコード
ord-3d91dc99fc354d4f99eb42b7ef3fbacb
出典データセット
uspto-grants-2005_03
特許番号
US06864253B2

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