Triethylamine → [5-(4-Methoxyphenyl)-1,3,4-oxadiazol-2-yl]-[3-[4-(6-oxa-2-azaspiro[3.4]octan-2-ylmethyl)phenoxy]azetidin-1-yl]methanone

HRID 2359369노트

반응식

HRID 2359369 반응식
Cl.[CH2:2]1[C:5]2([CH2:9][CH2:8][O:7][CH2:6]2)[CH2:4][NH:3]1.C(N(CC)CC)C.[CH3:17][O:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]2[O:29][C:28]([C:30]([N:32]3[CH2:35][CH:34]([O:36][C:37]4[CH:44]=[CH:43][C:40]([CH:41]=O)=[CH:39][CH:38]=4)[CH2:33]3)=[O:31])=[N:27][N:26]=2)=[CH:21][CH:20]=1.[Na].C([O-])(O)=O.[Na+]>ClCCl>[CH2:2]1[C:5]2([CH2:9][CH2:8][O:7][CH2:6]2)[CH2:4][N:3]1[CH2:41][C:40]1[CH:39]=[CH:38][C:37]([O:36][CH:34]2[CH2:35][N:32]([C:30]([C:28]3[O:29][C:25]([C:22]4[CH:23]=[CH:24][C:19]([O:18][CH3:17])=[CH:20][CH:21]=4)=[N:26][N:27]=3)=[O:31])[CH2:33]2)=[CH:44][CH:43]=1

참가 물질

7

반응물 5

HCID 8471TriethylamineHCID 516892Sodium BicarbonateHCID 5360545SodiumHCID 580430894-(1-(5-(4-Methoxyphenyl)-1,3,4-oxadiazole-2-carbonyl)azetidin-3-yloxy)benzaldehydeHCID 717440076-Oxa-2-azaspiro(3.4)octane hydrochloride

생성물 1

HCID 71226277[5-(4-Methoxyphenyl)-1,3,4-oxadiazol-2-yl]-[3-[4-(6-oxa-2-azaspiro[3.4]octan-2-ylmethyl)phenoxy]azetidin-1-yl]methanone

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

6-Oxa-2-azaspiro[3.4]octane HCl salt (0.052 g, 0.35 mmol) was dissolved in dichloromethane (2 ml). Triethylamine (0.052 ml, 0.38 mmol) was added, followed by 4-(1-(5-(4-methoxyphenyl)-1,3,4-oxadiazole-2-carbonyl)azetidin-3-yloxy)benzaldehyde (0.11 g, 0.29 mmol) and then sodium triacetoxyhydroborate (0.123 g, 0.58 mmol). The reaction was stirred at ambient temperature overnight. The reaction mixture was then diluted with dichloromethane (10 ml), after which it was shaken with NaHCO3 (sat. 2 ml).

출처 및 근거

ORD 기록
ord-b0ef7ee4883a40ad9bb4fb34d7e95f02
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08685958B2

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