2-Methoxy-[1,1'-biphenyl]-4-amine → 1-[N-(1-(4-cyanobenzyl)-5-imidazolylmethyl)amino]-3-methoxy-4-phenylbenzen

HRID 1422348ノート

反応式

HRID 1422348 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[C:4]([O:14][CH3:15])[CH:3]=1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].[C:30]([C:32]1[CH:45]=[CH:44][C:35]([CH2:36][N:37]2[C:41]([CH:42]=O)=[CH:40][N:39]=[CH:38]2)=[CH:34][CH:33]=1)#[N:31]>ClCCCl.C(O)(=O)C>[C:30]([C:32]1[CH:33]=[CH:34][C:35]([CH2:36][N:37]2[C:41]([CH2:42][NH:1][C:2]3[CH:7]=[CH:6][C:5]([C:8]4[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=4)=[C:4]([O:14][CH3:15])[CH:3]=3)=[CH:40][N:39]=[CH:38]2)=[CH:44][CH:45]=1)#[N:31]

参加物

6

反応物 3

HCID 5217732-Methoxy-[1,1'-biphenyl]-4-amineHCID 5049666Sodium triacetoxyborohydrideHCID 106322894-[(5-Formylimidazol-1-yl)methyl]benzonitrile

生成物 1

HCID 222542671-[N-(1-(4-cyanobenzyl)-5-imidazolylmethyl)amino]-3-methoxy-4-phenylbenzen

試薬・触媒・溶媒 2

HCID 176Acetic Acid触媒HCID 111,2-Dichloroethane溶媒

実験手順

To a solution of 1-amino-3-methoxy-4-phenylbenzene in 1,2-dichloroethane at 0° C. was added 4A powdered molecular sieves and sodium triacetoxyborohydride. 1-(4-Cyanobenzyl)-5-imidazole-carboxaldehyde was added, followed by 5 drops of acetic acid. The cooling bath was removed after 5 hours, and the reaction was stirred for another 15 hours. The reaction was poured into ethyl acetate and water. The organic layer was extracted with sat. aq. NaHCO3 solution and brine, then dried (Na2SO4) and concentrated in vacuo to provide the product.

後処理

  1. customThe cooling bath was removed after 5 hours
  2. additionThe reaction was poured into ethyl acetate and water
  3. extractionThe organic layer was extracted with sat. aq. NaHCO3 solution and brine
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated in vacuo
  6. customto provide the product

出典と根拠

ORDレコード
ord-298f6f90bc4e49bca1fb6eb25e1ea456
出典データセット
uspto-grants-2000_06
特許番号
US06080870

反応ノート

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