Diisopropylethylamine → 3-Methyl-N-(pyridin-3-yl)-1-(4-(trifluoromethyl)phenyl)-3,4-dihydro-isoquinoline-2(1H)-carboxamide

HRID 445362ノート

反応式

HRID 445362 の反応式
[CH3:1][CH:2]1[CH2:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]([C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][CH:13]=2)[NH:3]1.CCN(C(C)C)C(C)C.[N:31]([C:34]1[CH:35]=[N:36][CH:37]=[CH:38][CH:39]=1)=[C:32]=[O:33]>C(Cl)Cl.O.CN(C=O)C>[CH3:1][CH:2]1[CH2:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]([C:12]2[CH:13]=[CH:14][C:15]([C:18]([F:19])([F:21])[F:20])=[CH:16][CH:17]=2)[N:3]1[C:32]([NH:31][C:34]1[CH:35]=[N:36][CH:37]=[CH:38][CH:39]=1)=[O:33]

参加物

7

反応物 3

HCID 81531DiisopropylethylamineHCID 27604933-IsocyanatopyridineHCID 595363073-Methyl-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline

生成物 1

HCID 595362903-Methyl-N-(pyridin-3-yl)-1-(4-(trifluoromethyl)phenyl)-3,4-dihydro-isoquinoline-2(1H)-carboxamide

試薬・触媒・溶媒 3

HCID 962Water触媒HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒

実験手順

3-Methyl-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline (0.100 g, 0.343 mmol, semi-pure from the previous reaction) was dissolved in 3 mL DCM and DIEA (0.119 mL, 0.687 mmol) and 3-isocyanatopyridine (79 mg, 0.659 mmol) were added. Stirring was continued for 2 h and the mixture was hydrolyzed with 3 drops of water, diluted with 3 mL DMF and injected on the HPLC for purification. The title compound was obtained. No stereochemical assignment was performed.

後処理

  1. custominjected on the HPLC for purification

出典と根拠

ORDレコード
ord-9bab2c4b97a0442dbeb2ae3dab08b7c0
出典データセット
uspto-grants-2013_07
特許番号
US08476297B2

反応ノート

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