Hydroxyamine hydrochloride → HCID 178483044, 화합물

HRID 81271노트

반응식

HRID 81271 반응식
[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

참가 물질

6

반응물 3

HCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium BicarbonateHCID 178483043HCID 178483043, 화합물

생성물 1

HCID 178483044HCID 178483044, 화합물

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ea565ee81cf140fab68f78d1cf80a330
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846657B2

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