Diisopropylethylamine → HCID 178461512、化合物

HRID 730756ノート

反応式

HRID 730756 の反応式
Cl[C:2]1[NH:6][C:5]2[CH:7]=[C:8]([C:12]([F:15])([F:14])[F:13])[CH:9]=[C:10]([Cl:11])[C:4]=2[N:3]=1.[CH3:16][C@@H:17]1[CH2:22][NH:21][CH2:20][CH2:19][NH:18]1.C(N(CC)C(C)C)(C)C>CN1C(=O)CCC1.O>[Cl:11][C:10]1[C:4]2[NH:3][C:2]([N:21]3[CH2:20][CH2:19][NH:18][C@H:17]([CH3:16])[CH2:22]3)=[N:6][C:5]=2[CH:7]=[C:8]([C:12]([F:15])([F:14])[F:13])[CH:9]=1

参加物

6

反応物 3

HCID 81531DiisopropylethylamineHCID 73304342-Methylpiperazine, (R)-HCID 669373361H-Benzimidazole, 2,7-dichloro-5-(trifluoromethyl)-

生成物 1

HCID 178461512HCID 178461512、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
120 °C

実験手順

A mixture of 2,4-dichloro-6-trifluoromethyl-1H-benzoimidazole (0.51 g, 2 mmol, Example 5b), (R)-(−)-2-methylpiperazine (0.25 g. 2.5 mmol) and N,N-diisopropylethylamine (0.5 mL, 2.9 mmol) in NMP (5 mL) was heated at 120° C. for 16 h. The reaction mixture was cooled to room temperature, diluted with water (10 mL) and extracted with EtOAc (2×20 mL). The combined organic phases were washed with brine (10 mL), dried over Na2SO4 and filtered. The filtrate was concentrated in vacuo and the residue was purified by silica gel chromatography, eluting with 10% MeOH in dichloromethane to give the title compound as a light-yellow solid. MS (ESI, pos. ion) m/z: 319 (M+1).

後処理

  1. temperatureThe reaction mixture was cooled to room temperature
  2. extractionextracted with EtOAc (2×20 mL)
  3. washThe combined organic phases were washed with brine (10 mL)
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationThe filtrate was concentrated in vacuo
  7. customthe residue was purified by silica gel chromatography
  8. washeluting with 10% MeOH in dichloromethane

出典と根拠

ORDレコード
ord-89b01c30d9f344f7a4ca34bf0698a701
出典データセット
uspto-grants-2009_09
特許番号
US07582761B2

反応ノート

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