Triethylamine → 4-[2,5-Dioxo-1-(3-trifluoromethyl-phenyl)-1,2,3,4,5,6,7,8-octahydro-quinazolin-4-yl]-3-methylsulfanyl-benzonitrile

HRID 59645노트

반응식

HRID 59645 반응식
C(N(CC)CC)C.Cl.[NH2:9][CH:10]([C:21]1[C:26](=[O:27])[CH2:25][CH2:24][CH2:23][C:22]=1[NH:28][C:29]1[CH:34]=[CH:33][CH:32]=[C:31]([C:35]([F:38])([F:37])[F:36])[CH:30]=1)[C:11]1[CH:18]=[CH:17][C:14]([C:15]#[N:16])=[CH:13][C:12]=1[S:19][CH3:20].[C:39](N1C=CN=C1)(N1C=CN=C1)=[O:40]>C(#N)C>[O:40]=[C:39]1[NH:9][CH:10]([C:11]2[CH:18]=[CH:17][C:14]([C:15]#[N:16])=[CH:13][C:12]=2[S:19][CH3:20])[C:21]2[C:26](=[O:27])[CH2:25][CH2:24][CH2:23][C:22]=2[N:28]1[C:29]1[CH:34]=[CH:33][CH:32]=[C:31]([C:35]([F:38])([F:36])[F:37])[CH:30]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 682631,1'-CarbonyldiimidazoleHCID 1186928904-{Amino-[6-oxo-2-(3-trifluoromethyl-phenylamino)-cyclohex-1-enyl]-methyl}-3-methylsulfanyl-benzonitrile hydrochloride2회

생성물 1

HCID 1186929024-[2,5-Dioxo-1-(3-trifluoromethyl-phenyl)-1,2,3,4,5,6,7,8-octahydro-quinazolin-4-yl]-3-methylsulfanyl-benzonitrile

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

Triethylamine (89 μL, 0.634 mmol) is added to a mixture of 4-{amino-[6-oxo-2-(3-trifluoromethyl-phenylamino)-cyclohex-1-enyl]-methyl}-3-methylsulfanyl-benzonitrile hydrochloride (INTERMEDIATE 5, 1.19 g, 2.54 mmol) and 1,1′-carbonyldiimidazole (480 mg, 2.96 mmol) in acetonitrile (4 mL) and the mixture is stirred at room temperature for 15 min. The reaction mixture is evaporated. Water is added, the precipitate is filtered and washed with water. The residue is dissolved in dichloromethane and evaporated. Yield: 1.02 g. ESI mass spectrum: [M+H]+=458; Retention time HPLC: 1.05 min (Z018_S04).

후처리

  1. customThe reaction mixture is evaporated
  2. additionWater is added
  3. filtrationthe precipitate is filtered
  4. washwashed with water
  5. dissolutionThe residue is dissolved in dichloromethane
  6. customevaporated
  7. custom1.05 min (Z018_S04)

출처 및 근거

ORD 기록
ord-b63f83b7084342aab5e71bb433695c13
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09440930B2

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