5-(Benzoxazol-2-yl)-2-(furan-2-yl)-1-(tetrahydropyran-4-yl)benzimidazole → 5-(Benzoxazol-2-yl)-2-(tetrahydrofuran-2-yl)-1-(tetrahydropyran-4-yl)benzimidazole

HRID 74272ノート

反応式

HRID 74272 の反応式
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[C:10]1[CH:29]=[CH:28][C:13]2[N:14]([CH:22]3[CH2:27][CH2:26][O:25][CH2:24][CH2:23]3)[C:15]([C:17]3[O:18][CH:19]=[CH:20][CH:21]=3)=[N:16][C:12]=2[CH:11]=1.[H][H]>CO.C(OCC)(=O)C.[C].[Pd]>[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[C:10]1[CH:29]=[CH:28][C:13]2[N:14]([CH:22]3[CH2:23][CH2:24][O:25][CH2:26][CH2:27]3)[C:15]([CH:17]3[CH2:21][CH2:20][CH2:19][O:18]3)=[N:16][C:12]=2[CH:11]=1

参加物

5

反応物 2

HCID 674982445-(Benzoxazol-2-yl)-2-(furan-2-yl)-1-(tetrahydropyran-4-yl)benzimidazoleHCID 178418361HCID 178418361、化合物

生成物 1

HCID 674984405-(Benzoxazol-2-yl)-2-(tetrahydrofuran-2-yl)-1-(tetrahydropyran-4-yl)benzimidazole収率 34.5%

試薬・触媒・溶媒 2

HCID 178418390HCID 178418390、化合物触媒HCID 21584119Ethylacetate methanol溶媒

実験手順

To a solution of 5-(benzoxazol-2-yl)-2-(furan-2-yl)-1-(tetrahydropyran-4-yl)benzimidazole (see Working Example 63) (90 mg, 0.234 mmol) in methanol/ethyl acetate (1:1, 6 mL) was added 10% palladium-carbon (20 mg), a hydrogen atmosphere was substituted in the flask, and this was stirred at room temperature for 20 hours. After the reaction was complete, this was filtered through Celite and the filtrate was concentrated. The residue obtained was purified by silica gel column chromatography to yield the title compound (31.4 mg, 34% yield) as a colorless amorphous mass.

後処理

  1. filtrationthis was filtered through Celite
  2. concentrationthe filtrate was concentrated
  3. customThe residue obtained
  4. customwas purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-7cfc2e43078a4c55b3dedb92311d9af8
出典データセット
uspto-grants-2014_09
特許番号
US08829035B2

反応ノート

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