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Pyridine → Ammonia ethyl acetate

HRID 1633723
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HRID 1633723 반응식
[NH2:1][C:2]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[C:8]2[C:3]=1[CH2:4][CH2:5][CH2:6][CH:7]2[C:14]1[N:15]=[CH:16][N:17]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH:18]=1.N1C=CC=C[CH:27]=1.[CH3:32][S:33](Cl)(=[O:35])=[O:34]>ClCCl>[C:19]([O:21][CH2:22][CH3:25])(=[O:20])[CH3:27].[NH3:1].[CH3:13][O:12][C:9]1[CH:10]=[CH:11][C:2]([NH:1][S:33]([CH3:32])(=[O:35])=[O:34])=[C:3]2[C:8]=1[CH:7]([C:14]1[N:15]=[CH:16][N:17]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH:18]=1)[CH2:6][CH2:5][CH2:4]2
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 1049PyridineHCID 31297Methanesulfonyl chlorideHCID 11290851Tert-butyl 4-(5-amino-8-methoxy-1,2,3,4-tetrahydro-1-naphthalenyl)-1h-imidazole-1-carboxylate

생성물 2

HCID 11384659Tert-butyl 4-{8-methoxy-5-[(methylsulfonyl)amino]-1,2,3.4-tetrahydro-1-naphthalenyl}-1h-imidazole-1-carboxylateHCID 18464838Ammonia ethyl acetate수율 10%

시약·촉매·용매

1
HCID 6344Dichloromethane용매

실험 절차

A solution of Example 26D (0.50 g, 1.5 mmol) in dichloromethane (5 mL) was treated with pyridine (0.34 mL, 4.4 mmol), treated with methanesulfonyl chloride (0.17 mL, 2.2 mmol) and stirred for 1.5 hours. Purification of the mixture on silica gel eluting with ammonia-saturated dichloromethane and then with 10% ethyl acetate/ammonia-saturated dichloromethane provided the desired product which was dried under vacuum.

후처리

  1. customPurification of the mixture on silica gel eluting with ammonia-saturated dichloromethane

출처 및 근거

ORD 기록
ord-b56d9b5022c74636abaa45c45edb1dd8
출처 데이터셋
uspto-grants-2003_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06503935B1

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