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 1692567ノート

反応式

HRID 1692567 の反応式
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]

参加物

8

反応物 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

生成物 1

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

試薬・触媒・溶媒 3

HCID 6228Dimethylformamide溶媒HCID 8471Triethylamine溶媒HCID 15413tert-Butyl methyl ether溶媒

実験手順

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%).

後処理

  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%)

出典と根拠

ORDレコード
ord-39f0117e67a04a6f83a0d669e224091a
出典データセット
uspto-grants-2012_04
特許番号
US08158560B2

反応ノート

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