HCID 89726084、化合物 → HCID 89726037、化合物

HRID 592045ノート

反応式

HRID 592045 の反応式
[NH2:1][C:2]1[C:7]([N+:8]([O-])=O)=[C:6]([NH:11][C:12]23[C:18]([CH3:20])([CH3:19])[C:15]([CH3:21])([CH2:16][CH2:17]2)[C:14](=[O:22])[CH2:13]3)[C:5]([Cl:23])=[CH:4][N:3]=1>[Ni].CO>[NH2:1][C:2]1[C:7]([NH2:8])=[C:6]([NH:11][C:12]23[C:18]([CH3:19])([CH3:20])[C:15]([CH3:21])([CH2:16][CH2:17]2)[C:14](=[O:22])[CH2:13]3)[C:5]([Cl:23])=[CH:4][N:3]=1

参加物

4

反応物 1

HCID 89726084HCID 89726084、化合物

生成物 1

HCID 89726037HCID 89726037、化合物収率 100.1%

試薬・触媒・溶媒 2

HCID 935Nickel触媒HCID 887Methanol溶媒

実験手順

4-(2-amino-5-chloro-3-nitropyridin-4-ylamino)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one (9) (1.5 g, 4.43 mmol) was added to a suspension of Raney Nickel (1 g) taken in MeOH (50 ml) and hydrogenated for 2 h when TLC confirmed completion of reaction. The reaction mixture was filtered through a bed of celite and the bed was washed well with MeOH. The filtrate was concentrated to afford the product (1.37 g, 77%) as a light grey solid. NMR: δ (1H, 400 MHz, CD3OD): 0.91 (3H, s), 0.96 (3H, s), 1.13 (3H, s), 1.20-1.35 (1H, m), 1.64-1.80 (2H, m), 2.06-2.18 (1H, m), 2.23 (1H, d, J=18 Hz), 2.61 (1H, dd, J=3.6, 18.0 Hz), 7.20 (1H, s) LCMS: (254 nm): [M+H]+ 309.10 (89.4%)

後処理

  1. customcompletion of reaction
  2. filtrationThe reaction mixture was filtered through a bed of celite
  3. washthe bed was washed well with MeOH
  4. concentrationThe filtrate was concentrated

出典と根拠

ORDレコード
ord-62beaf67110849639df094c0ea72c837
出典データセット
uspto-grants-2016_01
特許番号
US09238656B2

反応ノート

読み込み中…