Hydrochloric Acid → 4-(3,5-dichloropyridin-4-ylamino)-8-hydroxy-7-methoxy-2H-chromen-2-one

HRID 20655ノート

反応式

HRID 20655 の反応式
C1(C[O:5][C:6]2[C:7]([O:26][CH3:27])=[CH:8][CH:9]=[C:10]3[C:15]=2[O:14][C:13](=[O:16])[CH:12]=[C:11]3[NH:17][C:18]2[C:23]([Cl:24])=[CH:22][N:21]=[CH:20][C:19]=2[Cl:25])CC1.Cl>O>[Cl:25][C:19]1[CH:20]=[N:21][CH:22]=[C:23]([Cl:24])[C:18]=1[NH:17][C:11]1[C:10]2[C:15](=[C:6]([OH:5])[C:7]([O:26][CH3:27])=[CH:8][CH:9]=2)[O:14][C:13](=[O:16])[CH:12]=1

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 248494268-(Cyclopropylmethoxy)-4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2H-chromen-2-one

生成物 1

HCID 248495704-(3,5-dichloropyridin-4-ylamino)-8-hydroxy-7-methoxy-2H-chromen-2-one

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
0 °C

実験手順

8-(Cyclopropylmethoxy)-4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2H-chromen-2-one (5.4 g, 13.3 mmol, Example 5) was added in one portion to conc. HCl (90 mL). After 1 h of vigorous stirring, the mixture was diluted with water (50 mL, 0° C.) and cooled to 0° C. The white precipitate was filtered, washed with water (100 mL, 0° C.), and then resuspended in water (100 mL, 0° C.). After 30 min of vigorous stirring, the white solid was filtered, washed with water (100 mL, 0° C.), and dried to give 4-(3,5-dichloropyridin-4-ylamino)-8-hydroxy-7-methoxy-2H-chromen-2-one: 1H NMR (400 MHz, DMSO-d6): δ 9.53 (br, 2H), 8.79 (s, 2H), 7.66 (d, 1H), 7.12 (d, 1H), 4.60 (s, 1H), 3.90 (s, 3H); MS (ESI): 352.9.

後処理

  1. filtrationThe white precipitate was filtered
  2. washwashed with water (100 mL, 0° C.)
  3. customresuspended in water (100 mL, 0° C.)
  4. waitAfter 30 min of vigorous stirring
  5. filtrationthe white solid was filtered
  6. washwashed with water (100 mL, 0° C.)
  7. customdried

出典と根拠

ORDレコード
ord-a1c0cc181676473cbab55181a59947c6
出典データセット
uspto-grants-2010_06
特許番号
US07745646B2

反応ノート

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