2-Aminophenol → [(1S)-1-[3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl]-2-(3,5-dichloro-1-oxido-pyridin-1-ium-4-yl)ethyl]2-hydroxy-3-[(2-hydroxyanilino)-methyl]benzoate

HRID 1497996ノート

反応式

HRID 1497996 の反応式
[CH:1]1([CH2:4][O:5][C:6]2[CH:7]=[C:8]([C@@H:16]([O:27][C:28](=[O:38])[C:29]3[CH:34]=[CH:33][CH:32]=[C:31]([CH:35]=O)[C:30]=3[OH:37])[CH2:17][C:18]3[C:23]([Cl:24])=[CH:22][N+:21]([O-:25])=[CH:20][C:19]=3[Cl:26])[CH:9]=[CH:10][C:11]=2[O:12][CH:13]([F:15])[F:14])[CH2:3][CH2:2]1.[NH2:39][C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][C:41]=1[OH:46]>CO>[CH:1]1([CH2:4][O:5][C:6]2[CH:7]=[C:8]([C@@H:16]([O:27][C:28](=[O:38])[C:29]3[CH:34]=[CH:33][CH:32]=[C:31]([CH2:35][NH:39][C:40]4[CH:45]=[CH:44][CH:43]=[CH:42][C:41]=4[OH:46])[C:30]=3[OH:37])[CH2:17][C:18]3[C:23]([Cl:24])=[CH:22][N+:21]([O-:25])=[CH:20][C:19]=3[Cl:26])[CH:9]=[CH:10][C:11]=2[O:12][CH:13]([F:14])[F:15])[CH2:3][CH2:2]1

参加物

4

反応物 2

HCID 58012-AminophenolHCID 86720699[(1S)-1-[3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl]-2-(3,5-dichloro-1-oxido-pyridin-1-ium-4-yl)ethyl]3-formyl-2-hydroxy-benzoate

生成物 1

HCID 86720718[(1S)-1-[3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl]-2-(3,5-dichloro-1-oxido-pyridin-1-ium-4-yl)ethyl]2-hydroxy-3-[(2-hydroxyanilino)-methyl]benzoate

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of [(1S)-1-[3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl]-2-(3,5-dichloro-1-oxido-pyridin-1-ium-4-yl)ethyl]3-formyl-2-hydroxy-benzoate (800 mg, 1.41 mmol), MeOH (5 mL) AcOH (0.5 mL) and 2-aminophenol (184 mg, 1.69 mmol) was stirred at room temperature for 16 hours before adding NaBH3(CN) (444 mg, 7.05 mmol) in one portion. The resulting mixture was stirred at room temperature for 3 h, concentrated in vacuo to a sticky pink oil. The residue was used in the next step without further purification. LCMS (Method 2): [MH+]=661 at 3.68 min.

後処理

  1. concentrationconcentrated in vacuo to a sticky pink oil
  2. customThe residue was used in the next step without further purification
  3. customat 3.68 min.

出典と根拠

ORDレコード
ord-9845bfa379a642118343f3082b279475
出典データセット
uspto-grants-2015_12
特許番号
US09199980B2

反応ノート

読み込み中…