Hydrogen Bromide → (7S,8R,9R)-7,8-Dihydroxy-2-methyl-9-phenyl-7,8,9,10-tetrahydroimidazo[1,2-h][1,7]naphthyridine

HRID 723387ノート

反応式

HRID 723387 の反応式
Br.[OH:2][C@@H:3]1[C:12]2[CH:11]=[CH:10][N:9]3[CH:13]=[C:14]([CH3:16])[N:15]=[C:8]3[C:7]=2[NH:6][C@H:5]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C@H:4]1[OH:23]>>[OH:2][C@H:3]1[C:12]2[CH:11]=[CH:10][N:9]3[CH:13]=[C:14]([CH3:16])[N:15]=[C:8]3[C:7]=2[NH:6][C@H:5]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C@H:4]1[OH:23]

参加物

3

反応物 2

HCID 260Hydrogen BromideHCID 10125504(7R,8R,9R)-7,8-Dihydroxy-2-methyl-9-phenyl-7,8,9,10-tetrahydroimidazo[1,2-h][1,7]naphthyridine

生成物 1

HCID 69230549(7S,8R,9R)-7,8-Dihydroxy-2-methyl-9-phenyl-7,8,9,10-tetrahydroimidazo[1,2-h][1,7]naphthyridine

反応条件

温度
0 °C

実験手順

To a of 0° C. cooled and stirred solution of hydrobromic acid is added 1.00 g (3.39 mmol) (7R,8R,9R)-7,8-dihydroxy-2-methyl 9-phenyl-7.8.9.10-tetrahydroimidazo[1.2-h][1.7]naphthyridine. After 0.5 h the reaction is quenched by adding ice and aqueous ammonia solution until the reaction mixture is transferred to pH 9.8. The precipitated solid is separated, washed with water and dried in vacuo at 60° C. to provide the title compound as a armorph solid. 1H-NMR (200 MHz, [D6] DMSO): δ=2.30 (s, 3 H), 3.84 (m, 1H), 4.34 (t, 1H), 4.48 (dd, 1H), 6.72 (d, 1H.), 7.25–7.45 (m, 5H), 7.56 (d, 1H), 7.73 (d, 1 H).

後処理

  1. customAfter 0.5 h the reaction is quenched
  2. additionby adding ice and aqueous ammonia solution until the reaction mixture
  3. customThe precipitated solid is separated
  4. washwashed with water
  5. customdried in vacuo at 60° C.

出典と根拠

ORDレコード
ord-bc1ee604409841a7b30e1e21e706847e
出典データセット
uspto-grants-2006_11
特許番号
US07141567B2

反応ノート

読み込み中…