Hydrochloric Acid → 1-[5-(Undecylamino)hexyl]-3,7-dimethylxanthine

HRID 1419780ノート

反応式

HRID 1419780 の反応式
C([BH3-])#N.[Na+].O=[CH:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][N:12]1[C:21](=[O:22])[C:20]2[N:19]([CH3:23])[CH:18]=[N:17][C:16]=2[N:15]([CH3:24])[C:13]1=[O:14].[CH2:25]([NH2:36])[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35].Cl.[Cl-].[NH4+].[OH-].[NH4+]>O1CCCC1.CO>[CH2:25]([NH:36][CH:7]([CH3:6])[CH2:8][CH2:9][CH2:10][CH2:11][N:12]1[C:21](=[O:22])[C:20]2[N:19]([CH3:23])[CH:18]=[N:17][C:16]=2[N:15]([CH3:24])[C:13]1=[O:14])[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35]

参加物

9

反応物 6

HCID 313Hydrochloric AcidHCID 14923Ammonium HydroxideHCID 25517Ammonium ChlorideHCID 81742UndecylamineHCID 5003444Sodium cyanoborohydrideHCID 186910651-(6-Oxohexyl)-3,7-dimethylxanthine

生成物 1

HCID 538807901-[5-(Undecylamino)hexyl]-3,7-dimethylxanthine収率 87.6%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

Sodium cyanoborohydride (63 mg, 1.0 mmol) was added to a mixture of 1-(6-oxohexyl)-3,7-dimethylxanthine (150 mg, 0.5 mmol), undecylamine (0.43 mL, 2.5 mmol), 38% aqueous hydrochloric acid solution (0.2 mL, 2.5 mmol), methanol (5 mL), and tetrahydrofuran (5 mL). The resulting mixture was stirred for 48 hours. Saturated aqueous ammonium chloride solution (20 mL) was added to the stirred mixture, followed by an additional 20 minutes of stirring and addition of 30% aqueous ammonium hydroxide solution (30 mL). The mixture was extracted with 25% methanol-dichloromethane (3×mL) and the combined extracts dried over sodium sulfate. The solvents were evaporated under vacuum, resulting in 190 mg of 1-[5-(Undecylamino)hexyl]-3,7-dimethylxanthine (86% yield).

後処理

  1. waitfollowed by an additional 20 minutes
  2. stirringof stirring
  3. extractionThe mixture was extracted with 25% methanol-dichloromethane (3×mL)
  4. dry with materialthe combined extracts dried over sodium sulfate
  5. customThe solvents were evaporated under vacuum

出典と根拠

ORDレコード
ord-1ffac374c5524058a407cf5d5fafef18
出典データセット
uspto-grants-1999_03
特許番号
US05889011

反応ノート

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