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

HRID 985090노트

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HRID 985090 반응식
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]

참가 물질

3

반응물 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

생성물 1

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

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온도
0 °C

실험 절차

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, 3H), 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, 1H).

후처리

  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.

출처 및 근거

ORD 기록
ord-2f4ce2af81f34f46826abbb2aa976f87
출처 데이터셋
uspto-grants-2005_03
특허 번호
US06869949B2

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