Nitric Acid → HCID 89778845、化合物

HRID 1524651ノート

反応式

HRID 1524651 の反応式
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C@:8]12[CH2:16][O:15][C@H:14]([CH3:17])[C@H:13]1[C@@H:12]([C:18]([F:21])([F:20])[F:19])[O:11][C:10]([NH2:22])=[N:9]2.[N+:23]([O-])([OH:25])=[O:24]>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([N+:23]([O-:25])=[O:24])=[CH:4][C:3]=1[C@:8]12[CH2:16][O:15][C@H:14]([CH3:17])[C@H:13]1[C@@H:12]([C:18]([F:19])([F:20])[F:21])[O:11][C:10]([NH2:22])=[N:9]2

参加物

3

反応物 2

HCID 944Nitric AcidHCID 89779019HCID 89779019、化合物

生成物 1

HCID 89778845HCID 89778845、化合物収率 84.5%

実験手順

(4S,4aS,5R,7aS)-7a-(2-fluorophenyl)-5-methyl-4-(trifluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]oxazin-2-amine (Preparation Example 30-(7)) (226 mg, 0.71 mmol) was dissolved in nitric acid (4.80 g, 76.20 mmol). The reaction was then stirred at RT for 90 min. LCMS (Agilent Method A) retention time 3.25 min, ES+: 364 [MH]+. The reaction was concentrated and purified by flash chromatography (Hexane/EtOAc 20-100%). 218 mg (84% yield) of the title compound (85%) and its isomer (15%) were isolated as a mixture.

後処理

  1. concentrationThe reaction was concentrated
  2. custompurified by flash chromatography (Hexane/EtOAc 20-100%)

出典と根拠

ORDレコード
ord-0734c4cb605345498d7d32693319a1e8
出典データセット
uspto-grants-2015_07
特許番号
US09079914B2

反応ノート

読み込み中…