1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → 2-methyl-N-(thietan-3-yl)-4-[3-(3,4,5-trichlorophenyl)-3-(trifluoromethyl)-3,4-dihydro-2H-pyrrol-5-yl]benzamide

HRID 1692567노트

반응식

HRID 1692567 반응식
Br.[S:2]1[CH2:5][CH:4]([NH2:6])[CH2:3]1.Cl.CN(C)CCCN=C=NCC.O.ON1C2C=CC=CC=2N=N1.[CH3:30][C:31]1[CH:39]=[C:38]([C:40]2[CH2:41][C:42]([C:49]3[CH:54]=[C:53]([Cl:55])[C:52]([Cl:56])=[C:51]([Cl:57])[CH:50]=3)([C:45]([F:48])([F:47])[F:46])[CH2:43][N:44]=2)[CH:37]=[CH:36][C:32]=1[C:33](O)=[O:34]>CN(C)C=O.C(N(CC)CC)C.C(OC)(C)(C)C>[CH3:30][C:31]1[CH:39]=[C:38]([C:40]2[CH2:41][C:42]([C:49]3[CH:50]=[C:51]([Cl:57])[C:52]([Cl:56])=[C:53]([Cl:55])[CH:54]=3)([C:45]([F:46])([F:48])[F:47])[CH2:43][N:44]=2)[CH:37]=[CH:36][C:32]=1[C:33]([NH:6][CH:4]1[CH2:5][S:2][CH2:3]1)=[O:34]

참가 물질

8

반응물 4

HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrateHCID 53346555Thietan-3-amine hydrobromideHCID 582709962-methyl-4-[3-(3,4,5-trichlorophenyl)-3-(trifluoromethyl)-3,4-dihydro-2H-pyrrol-5-yl]benzoic acid

생성물 1

HCID 582709782-methyl-N-(thietan-3-yl)-4-[3-(3,4,5-trichlorophenyl)-3-(trifluoromethyl)-3,4-dihydro-2H-pyrrol-5-yl]benzamide

시약·촉매·용매 3

HCID 6228Dimethylformamide용매HCID 8471Triethylamine용매HCID 15413tert-Butyl methyl ether용매

실험 절차

To a solution of thietan-3-amine hydrobromide in N,N-dimethylformamide, triethylamine was added at 0° C. Then 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (122 mg, 0.53 mmol), 1-hydroxybenzotriazole monohydrate (72 mg, 0.53 mmol), and 2-methyl-4-[3-(3,4,5-trichlorophenyl)-3-(trifluoromethyl)-3,4-dihydro-2H-pyrrol-5-yl]benzoic acid (200 mg, 0.44 mmol) were added to the solution. The reaction mixture was stirred overnight at room temperature and then diluted with t-BuOMe and washed with 2M HCl, and after that with H2O, saturated NaCl aq. and dried over MgSO4. After evaporation, the residue was purified with chromatography (220 mg, 95%).

후처리

  1. washwashed with 2M HCl
  2. dry with materialafter that with H2O, saturated NaCl aq. and dried over MgSO4
  3. customAfter evaporation
  4. customthe residue was purified with chromatography (220 mg, 95%)

출처 및 근거

ORD 기록
ord-39f0117e67a04a6f83a0d669e224091a
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08158560B2

반응 노트

불러오는 중…