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Dimethylformamide → 4,5-Difluoro-3-(3,5-dimethylphenylsulphonyl) indole 2-carboxyserinamide

HRID 50039
ノート
印刷プレビュー

反応式

HRID 50039 の反応式
[F:1][C:2]1[C:10]([F:11])=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4]([S:15]([C:18]1[CH:23]=[C:22]([CH3:24])[CH:21]=[C:20]([CH3:25])[CH:19]=1)(=[O:17])=[O:16])=[C:5]([C:12](O)=[O:13])[NH:6]2.Cl.[NH2:27][C@H:28]([C:31]([NH2:33])=[O:32])[CH2:29][OH:30].C(N(CC)CC)C.CN(C)C=[O:44]>O>[F:1][C:2]1[C:10]([F:11])=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4]([S:15]([C:18]1[CH:19]=[C:20]([CH3:25])[CH:21]=[C:22]([CH3:24])[CH:23]=1)(=[O:17])=[O:16])=[CH:5][NH:6]2.[C:29]([C@@:28]([C:31]([NH2:33])=[O:32])([CH2:12][OH:13])[NH2:27])([OH:44])=[O:30]
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 6228DimethylformamideHCID 8471TriethylamineHCID 16212403L-Serinamide hydrochlorideHCID 213010464,5-Difluoro-3-(3,5-dimethylphenylsulphonyl)indole 2-carboxylic acid

生成物 1

HCID 690293034,5-Difluoro-3-(3,5-dimethylphenylsulphonyl) indole 2-carboxyserinamide収率 97.9%

試薬・触媒・溶媒 1

HCID 962
Water
溶媒

実験手順

4,5-Difluoro-3-(3,5-dimethylphenylsulphonyl)indole 2-carboxylic acid (3.52 g) and L-serinamide hydrochloride (2.77 g) were dissolved in anhydrous dimethylformamide (90 ml). Triethylamine (2.8 ml) was added and the mixture stirred for 5 min. Benzotriazol-1-yloxy-tris(dimethylamino)phosphosphonium hexafluorophosphate (BOP) (4.69 g) was added and the orange mixture was stirred overnight at room temperature. The reaction mixture was diluted with water (350 ml) and the white solid precipitate collected by filtration, washed with water and dried to afford the title product (3.86 g) as a white powder (97.9% pure by hplc).

後処理

  1. stirringthe orange mixture was stirred overnight at room temperature
  2. filtrationthe white solid precipitate collected by filtration
  3. washwashed with water
  4. customdried

出典と根拠

ORDレコード
ord-fe4a4dfcc1194e51bf3fffa66caf89b5
出典データセット
uspto-grants-2004_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06710068B2

反応ノート

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