1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → tert-Butyl cis(+/-)-4-{[(4,5-dibromo-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidine-1-carboxylate

HRID 1424903노트

반응식

HRID 1424903 반응식
[NH2:1][C@H:2]1[CH2:7][CH2:6][N:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:4][C@H:3]1[O:15][CH3:16].[Br:17][C:18]1[N:19]=[C:20]([C:24](O)=[O:25])[NH:21][C:22]=1[Br:23].CCN=C=NCCCN(C)C.Cl>CN(C1C=CN=CC=1)C>[Br:17][C:18]1[N:19]=[C:20]([C:24]([NH:1][C@H:2]2[CH2:7][CH2:6][N:5]([C:8]([O:10][C:11]([CH3:12])([CH3:13])[CH3:14])=[O:9])[CH2:4][C@H:3]2[O:15][CH3:16])=[O:25])[NH:21][C:22]=1[Br:23]

참가 물질

5

반응물 3

HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 126303334,5-dibromo-1H-imidazole-2-carboxylic acidHCID 57362389(3R,4S)-4-Amino-1-boc-3-methoxypiperidine2회

생성물 1

HCID 86648455tert-Butyl cis(+/-)-4-{[(4,5-dibromo-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidine-1-carboxylate수율 72%

시약·촉매·용매 1

HCID 142844-(Dimethylamino)pyridine촉매

실험 절차

The same operation as in Example (1g) was performed using tert-butyl cis(±)-4-amino-3-methoxypiperidine-1-carboxylate obtained by the method described in Example (1e) (300 mg, 1.30 mmol), 4,5-dibromoimidazole-2-carboxylic acid obtained in Example (2a) (300 mg, 1.11 mmol), WSC hydrochloride (460 mg, 2.40 mmol) and DMAP (50 mg, 0.41 mmol), to obtain 384 mg of the title compound as a white solid (72%).

후처리

  1. customobtained by the method

출처 및 근거

ORD 기록
ord-ac335fe48ed745a38e5f9471bc526b10
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08927588B2

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