Hydroxyamine hydrochloride → HCID 178483044、化合物

HRID 81271ノート

反応式

HRID 81271 の反応式
[ClH:1].[NH2:2][OH:3].C(=O)(O)[O-].[Na+].Cl[C:10]1[CH:11]=[C:12]([C:19]2[C:24]3[N:25]([CH2:37][C@H:38]4[CH2:43][CH2:42][C@H:41]([CH3:44])[CH2:40][CH2:39]4)[C:26]([N:28]4[CH2:33][CH2:32][O:31][C@@H:30]5[CH2:34][CH2:35][CH2:36][C@@H:29]45)=[N:27][C:23]=3[CH:22]=[C:21]([C:45]#[N:46])[N:20]=2)[C:13]([N:16]([CH3:18])[CH3:17])=[N:14][CH:15]=1>O.C(O)C>[Cl:1][C:10]1[CH:11]=[C:12]([C:19]2[C:24]3[N:25]([CH2:37][C@H:38]4[CH2:39][CH2:40][C@H:41]([CH3:44])[CH2:42][CH2:43]4)[C:26]([N:28]4[CH2:33][CH2:32][O:31][C@@H:30]5[CH2:34][CH2:35][CH2:36][C@@H:29]45)=[N:27][C:23]=3[CH:22]=[C:21]([C:45](=[NH:46])[NH:2][OH:3])[N:20]=2)[C:13]([N:16]([CH3:17])[CH3:18])=[N:14][CH:15]=1

参加物

6

反応物 3

HCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium BicarbonateHCID 178483043HCID 178483043、化合物

生成物 1

HCID 178483044HCID 178483044、化合物

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

Hydroxylamine hydrochloride (4.3 mg, 0.07 mmol) and sodium bicarbonate (7 mg, 0.08 mmol) were dissolved in water (0.4 mL) and stirred at room temperature for 10 minutes, allowing gas to evolve. This solution was then added to a solution of 4-[5-chloro-2-(dimethylamino)pyridin-3-yl]-2-[(trans)-hexahydrocyclopenta[b][1,4]oxazin-4(4aH)-yl]-3-[(trans-4-methylcyclohexyl)methyl]-3H-imidazo[4,5-c]pyridine-6-carbonitrile (racemic, 26 mg, 0.05 mmol) in ethanol (0.2 mL). This reaction mixture was stirred at 90° C. for 1 hour. The reaction mixture was concentrated and diluted with water (2 mL). The solid was filtered off to afford (crude) 4-[5-chloro-2-(dimethylamino)pyridin-3-yl]-2-[(trans)-hexahydrocyclopenta[b][1,4]oxazin-4(4aH)-yl]-N-hydroxy-3-[(trans-4-methylcyclohexyl)methyl]-3H-imidazo[4,5-c]pyridine-6-carboximidamide (racemic). MS ES calc'd. for C29H39ClN8O2 [M+H]+ 567. found 567.

後処理

  1. stirringThis reaction mixture was stirred at 90° C. for 1 hour
  2. concentrationThe reaction mixture was concentrated
  3. additiondiluted with water (2 mL)
  4. filtrationThe solid was filtered off

出典と根拠

ORDレコード
ord-ea565ee81cf140fab68f78d1cf80a330
出典データセット
uspto-grants-2014_09
特許番号
US08846657B2

反応ノート

読み込み中…