3H-spiro(isobenzofuran-1,4'-piperidin)-3-one → 1'-(5-(3-methoxyphenyl)-1H-benzimidazol-2-yl)-spiro[isobenzofuran-1,4'-piperidin]-3-one

HRID 413250

反応式

HRID 413250 の反応式
Cl[C:2]1[NH:3][C:4]2[CH:10]=[C:9]([C:11]3[CH:16]=[CH:15][CH:14]=[C:13]([O:17][CH3:18])[CH:12]=3)[CH:8]=[CH:7][C:5]=2[N:6]=1.[NH:19]1[CH2:24][CH2:23][C:22]2([C:32]3[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=3)[C:26](=[O:33])[O:25]2)[CH2:21][CH2:20]1>CC(N(C)C)=O>[CH3:18][O:17][C:13]1[CH:12]=[C:11]([C:9]2[CH:8]=[CH:7][C:5]3[NH:6][C:2]([N:19]4[CH2:24][CH2:23][C:22]5([C:32]6[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=6)[C:26](=[O:33])[O:25]5)[CH2:21][CH2:20]4)=[N:3][C:4]=3[CH:10]=2)[CH:16]=[CH:15][CH:14]=1

参加物

4

反応物 2

HCID 98342553H-spiro(isobenzofuran-1,4'-piperidin)-3-oneHCID 120716652-Chloro-5-(3-methoxyphenyl)benzimidazole

生成物 1

HCID 1784896661'-(5-(3-methoxyphenyl)-1H-benzimidazol-2-yl)-spiro[isobenzofuran-1,4'-piperidin]-3-one

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒

実験手順

Stir 2-chloro-5-(3-methoxyphenyl)benzimidazole (185 mg) and spiro[isobenzofuran-1,4′-piperidin]-3-one (263 mg) in dimethylacetamide (6 mL) at 195° C. for 1 hour. Cool the mixture and partition between EtOAc and half-saturated NaHCO3, wash several times with water, dry and concentrate in vacuo. Purify the residue by chromatography (1:1 hexanes/EtOAc) to obtain 1′-(5-(3-methoxyphenyl)-1H-benzimidazol-2-yl)-spiro[isobenzofuran-1,4′-piperidin]-3-one.

後処理

  1. temperatureCool the mixture
  2. custompartition between EtOAc and half-saturated NaHCO3
  3. washwash several times with water
  4. customdry
  5. concentrationconcentrate in vacuo
  6. customPurify the residue by chromatography (1:1 hexanes/EtOAc)

出典と根拠

ORDレコード
ord-0745cac6e265473988874d2975053787
出典データセット
uspto-grants-2003_05
特許番号
US06566367B2

関連ノート

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