Hydroxyamine hydrochloride → HCID 178470832, 화합물

HRID 1512745노트

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HRID 1512745 반응식
Cl.[NH2:2][OH:3].C(=O)(O)[O-].[Na+].[C:9]([C:11]1[CH:12]=[C:13]2[C:17](=[CH:18][CH:19]=1)[NH:16][C:15]([CH2:20][CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])=[CH:14]2)#[N:10]>CCO>[OH:3][NH:2][C:9](=[NH:10])[C:11]1[CH:12]=[C:13]2[C:17](=[CH:18][CH:19]=1)[NH:16][C:15]([CH2:20][CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])=[CH:14]2

참가 물질

5

반응물 3

HCID 443297Hydroxyamine hydrochloride2회HCID 516892Sodium Bicarbonate2회HCID 67025284ethyl 3-(5-cyano-1H-indol-2-yl)propanoate

생성물 1

HCID 178470832HCID 178470832, 화합물수율 96.8%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
50 °C

실험 절차

Hydroxylamine hydrochloride (121 mg) and sodium bicarbonate (293 mg) was added to a solution of ethyl 3-(5-cyano-1H-indol-2-yl)propanoate (D30) (200 mg) in EtOH (15 mL), in that sequence. The reaction mixture was heated to 50° C. and stirred for 72 hours at that temperature. Another portion of hydroxylamine hydrochloride (60 mg) was added, followed by addition of sodium bicarbonate (150 mg). The resulting suspension was stirred at 50° C. for 24 hours. The inorganics was filtered off. The solid was washed with dichloromethane. The filtrate was concentrated to afford a pale yellow oil. Trituration of the residue provided ethyl 3-{5-[(hydroxyamino)(imino)methyl]-1H-indol-2-yl}propanoate (D31) (220 mg) as a pale yellow solid.

후처리

  1. stirringThe resulting suspension was stirred at 50° C. for 24 hours
  2. filtrationThe inorganics was filtered off
  3. washThe solid was washed with dichloromethane
  4. concentrationThe filtrate was concentrated
  5. customto afford a pale yellow oil

출처 및 근거

ORD 기록
ord-eada1423e27a4f69bc4f3118cce4385f
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08217028B2

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