Water → 4-(2,5-Dioxo-1-(3-(trifluoromethyl)phenyl)-1,2,3,4,5,6,7,8-octahydroquinazolin-4-yl)-3-methylbenzonitrile

HRID 517270ノート

反応式

HRID 517270 の反応式
Cl.[NH2:2][CH:3]([C:13]1[C:18](=[O:19])[CH2:17][CH2:16][CH2:15][C:14]=1[NH:20][C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([C:27]([F:30])([F:29])[F:28])[CH:22]=1)[C:4]1[CH:11]=[CH:10][C:7]([C:8]#[N:9])=[CH:6][C:5]=1[CH3:12].[CH2:31](N(CC)CC)C.[OH2:38]>C(#N)C>[O:38]=[C:31]1[NH:2][CH:3]([C:4]2[CH:11]=[CH:10][C:7]([C:8]#[N:9])=[CH:6][C:5]=2[CH3:12])[C:13]2[C:18](=[O:19])[CH2:17][CH2:16][CH2:15][C:14]=2[N:20]1[C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([C:27]([F:28])([F:29])[F:30])[CH:22]=1

参加物

5

反応物 3

HCID 962WaterHCID 8471TriethylamineHCID 867323404-(Amino(6-oxo-2-(3-(trifluoromethyl)phenylamino)cyclohex-1-enyl)methyl)-3-methylbenzonitrile hydrochloride2 回

生成物 1

HCID 867323954-(2,5-Dioxo-1-(3-(trifluoromethyl)phenyl)-1,2,3,4,5,6,7,8-octahydroquinazolin-4-yl)-3-methylbenzonitrile

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A mixture of 4-(amino(6-oxo-2-(3-(trifluoromethyl)phenylamino)cyclohex-1-enyl)methyl)-3-methylbenzonitrile hydrochloride (intermediate 52, 1.06 g, 2.43 mmol), 1,1-carbonyl-diimidazole (495 mg, 3.05 mmol) and triethylamine (685 μL, 4.87 mmol) in acetonitrile (10 mL) is stirred at room temperature over night. Water ist added, and the mixture is extracted with dichloromethane. The phases are separated, and the organic layer is concentrated under reduced pressure. The residue is by purified by preparative HPLC (Waters it) Xbridge™-C18, gradient of acetonitrile in water, 0.1% TFA). Yield: 364 mg; ESI mass spectrum [M+H]+=426; Retention time HPLC: 0.65 min (X012_S01).

後処理

  1. extractionthe mixture is extracted with dichloromethane
  2. customThe phases are separated
  3. concentrationthe organic layer is concentrated under reduced pressure
  4. customby purified by preparative HPLC (Waters it) Xbridge™-C18, gradient of acetonitrile in water, 0.1% TFA)
  5. custom0.65 min (X012_S01)

出典と根拠

ORDレコード
ord-59338dee26114a74b39f340011b6dd70
出典データセット
uspto-grants-2015_08
特許番号
US09115093B2

反応ノート

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