1,2-Dichloroethane → N-(3-cyanobenzyl)-2N-(4-chlorophenylaminocarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxamide

HRID 1432541ノート

反応式

HRID 1432541 の反応式
ClC1C=CC(NC([CH:11]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH2:14][CH:13]([C:21]([OH:23])=O)[NH:12]2)=O)=CC=1.[C:24]([C:26]1[CH:27]=[C:28]([CH:31]=[CH:32][CH:33]=1)[CH2:29][NH2:30])#[N:25].[CH2:34]([Cl:37])[CH2:35]Cl.[OH2:38]>CN(C=O)C.CCOC(C)=O.CO.C(Cl)Cl.CCOC(C)=O>[C:24]([C:26]1[CH:27]=[C:28]([CH:31]=[CH:32][CH:33]=1)[CH2:29][NH:30][C:21]([CH:13]1[CH2:14][C:15]2[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:11][N:12]1[C:11]([NH:12][C:13]1[CH:21]=[CH:35][C:34]([Cl:37])=[CH:15][CH:14]=1)=[O:38])=[O:23])#[N:25]

参加物

8

反応物 4

HCID 111,2-DichloroethaneHCID 962WaterHCID 457594Benzonitrile, 3-(aminomethyl)-HCID 131727716(4-Chlorophenylaminocarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

生成物 1

HCID 86606516N-(3-cyanobenzyl)-2N-(4-chlorophenylaminocarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxamide

試薬・触媒・溶媒 3

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒HCID 21901258Dichloromethane ethyl acetate methanol溶媒

実験手順

To a solution of 2N-(4-chlorophenylaminocarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (291 mg, 0.880 mmol) and 3-cyanobenzylamine (140 mg, 1.06 mmol) in DMF (7 mL), EDC (254 mg, 1.32 mmol) was added. The mixture was then stirred at room temperature overnight. H2O and EtOAc were added. The organic layer was separated, washed with 1N HCl, dried over Na2SO4, concentrated in vacuo to give a solid. After being trituated with EtOAc/MeOH/CH2Cl2, the white solid was collected, dried on vacuum (148 mg), which was pure enough for the next reaction.

後処理

  1. customThe organic layer was separated
  2. washwashed with 1N HCl
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated in vacuo
  5. customto give a solid
  6. customthe white solid was collected
  7. customdried on vacuum (148 mg), which
  8. customwas pure enough for the next reaction

出典と根拠

ORDレコード
ord-83afb3a3ec9a4e74a4f0d8c940da6a62
出典データセット
uspto-grants-2009_11
特許番号
US07612089B2

反応ノート

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