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Acetic Acid → HCID 178450685、化合物

HRID 1486587
ノート
印刷プレビュー

反応式

HRID 1486587 の反応式
[NH2:1][C:2]1[NH:6][N:5]=[C:4]([NH:7][C:8]2[CH:15]=[C:14]([Cl:16])[C:11]([C:12]#[N:13])=[C:10]([Cl:17])[CH:9]=2)[N:3]=1.[CH:18]([C:20]1[CH:32]=[CH:31][C:23]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])=[CH:22][CH:21]=1)=O.C(O)(=O)C.Cl>CO>[Cl:16][C:14]1[CH:15]=[C:8]([NH:7][C:4]2[N:3]=[C:2]([NH:1][CH2:18][C:20]3[CH:32]=[CH:31][C:23]([C:24]([O:26][C:27]([CH3:28])([CH3:30])[CH3:29])=[O:25])=[CH:22][CH:21]=3)[NH:6][N:5]=2)[CH:9]=[C:10]([Cl:17])[C:11]=1[C:12]#[N:13]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 2751588Tert-butyl 4-formylbenzoateHCID 727067564-(5-amino-1H-1,2,4-triazol-3-ylamino)-2,6-dichlorobenzonitrile

生成物 1

HCID 178450685HCID 178450685、化合物収率 53.2%

試薬・触媒・溶媒 1

HCID 887
Methanol
溶媒

実験手順

To a solution of 4-(5-Amino-1H-[1,2,4]triazol-3-ylamino)-2,6-dichloro-benzonitrile (60 mg, 223 μmol) in MeOH (3.5 ml) was added tert-butyl 4-formylbenzoate (55.2 mg, 268 μmol) followed by acetic acid (21.0 mg, 20 μl, 349 μmol). The reaction was stirred at room temperature for 15 minutes, 2-picoline borane complex (32.2 mg, 349 μmol) was added and the stirring was continued for 4 days. The reaction mixture was poured into 0.1N HCl solution (20 ml) and let stand. The resulting suspension was filtered to collect the solid. Purification by super fluid chromatography and trituration from acetonitrile afforded a white solid as desired product (54.5 mg, 53% yield). MS +m/z: 459 (M+H)+

後処理

  1. addition2-picoline borane complex (32.2 mg, 349 μmol) was added
  2. waitthe stirring was continued for 4 days
  3. filtrationThe resulting suspension was filtered
  4. customto collect the solid
  5. customPurification by super fluid chromatography and trituration from acetonitrile

出典と根拠

ORDレコード
ord-6f4e9985294443d3b01cef9b016a78cc
出典データセット
uspto-grants-2016_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09428469B2

反応ノート

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