Hydrazine hydrate (1:1) → 1-[5-(2-Aminoethanesulfonamido)indole-2-carbonyl]-4-[N-methyl-N-(3(1-methylethylamino)-2-pyridinyl)amino]piperidine

HRID 1449750ノート

反応式

HRID 1449750 の反応式
C1(=O)[N:5]([CH2:6][CH2:7][S:8]([NH:11][C:12]2[CH:13]=[C:14]3[C:18](=[CH:19][CH:20]=2)[NH:17][C:16]([C:21]([N:23]2[CH2:28][CH2:27][CH:26]([N:29]([CH3:40])[C:30]4[C:35]([NH:36][CH:37]([CH3:39])[CH3:38])=[CH:34][CH:33]=[CH:32][N:31]=4)[CH2:25][CH2:24]2)=[O:22])=[CH:15]3)(=[O:10])=[O:9])C(=O)C2=CC=CC=C12.O.NN>C(O)C>[NH2:5][CH2:6][CH2:7][S:8]([NH:11][C:12]1[CH:13]=[C:14]2[C:18](=[CH:19][CH:20]=1)[NH:17][C:16]([C:21]([N:23]1[CH2:28][CH2:27][CH:26]([N:29]([CH3:40])[C:30]3[C:35]([NH:36][CH:37]([CH3:38])[CH3:39])=[CH:34][CH:33]=[CH:32][N:31]=3)[CH2:25][CH2:24]1)=[O:22])=[CH:15]2)(=[O:9])=[O:10]

参加物

4

反応物 2

HCID 24654Hydrazine hydrate (1:1)2 回HCID 214776561-[5-(2-Phthalimidoethanesulfonamido)indole-2-carbonyl]-4-[N-methyl-N-(3-(1-methylethylamino)-2-pyridinyl)amino]piperidine

生成物 1

HCID 538450491-[5-(2-Aminoethanesulfonamido)indole-2-carbonyl]-4-[N-methyl-N-(3(1-methylethylamino)-2-pyridinyl)amino]piperidine

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of 1-[5-(2-phthalimidoethanesulfonamido)indole-2-carbonyl]-4-[N-methyl-N-(3-(1-methylethylamino)-2-pyridinyl)amino]piperidine (EXAMPLE 31, 675 mg) in 95% ethanol (10 ml) under nitrogen is added hydrazine monohydrate (53 μl). The mixture is stirred at 70°-750° for 20 hrs during which additional hydrazine monohydrate (10 μl) is added, concentrated to remove ethanol, diluted with water (10 ml), acidified to pH 2 with 1M hydrochloric acid and stirred for 10 min. The mixture is then filtered, the filtrate is adjusted to pH 10-11, and the resulting precipitate is isolated by filtration to give the title compound, NMR (CDCl3) 9.86, 7.70, 7.56, 7.29, 7.10, 6.94, 6.84, 6.68, 4.60, 4.50, 3.56, 3.44, 3.40-2.80, 2.62, 1.93, 1.65 and 1.22 δ. The b&sic filtrate is extracted with methylene chloride (2×15 ml) which is then washed with saline (10 ml), dried over sodium sulfate, and concentrated under reduced pressure to give an additional amount of the title compound.

後処理

  1. additionis added
  2. concentrationconcentrated
  3. customto remove ethanol
  4. additiondiluted with water (10 ml)
  5. filtrationThe mixture is then filtered
  6. customthe resulting precipitate is isolated by filtration

出典と根拠

ORDレコード
ord-4280f4245f3443f98808dc823df62945
出典データセット
uspto-grants-1997_02
特許番号
US05599930

反応ノート

読み込み中…