alpha-Chloro-o-xylene → HCID 71258426、化合物

HRID 714405ノート

反応式

HRID 714405 の反応式
[N:1]1([C:7]2[S:11][N:10]=[C:9]([CH:12]3[CH2:17][CH2:16][O:15][CH2:14][CH2:13]3)[N:8]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.Cl[CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[CH3:26].CCN(C(C)C)C(C)C>CN1CCCC1=O>[CH3:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[CH2:26][N:4]1[CH2:3][CH2:2][N:1]([C:7]2[S:11][N:10]=[C:9]([CH:12]3[CH2:17][CH2:16][O:15][CH2:14][CH2:13]3)[N:8]=2)[CH2:6][CH2:5]1

参加物

5

反応物 3

HCID 11093alpha-Chloro-o-xyleneHCID 81531DiisopropylethylamineHCID 71259253Piperazine, 1-[3-(tetrahydro-2H-pyran-4-yl)-1,2,4-thiadiazol-5-yl]-

生成物 1

HCID 71258426HCID 71258426、化合物

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
180 °C

実験手順

A mixture of 5-(piperazin-1-yl)-3-(tetrahydro-2H-pyran-4-yl)-1,2,4-thiadiazole (19.1 mg, 75.0 μmol), 1-(chloromethyl)-2-methylbenzene (31.6 mg, 225 μmol) and DIPEA (96.9 mg, 131 μL, 750 μmol) in N-methyl-2-pyrrolidinone (1 mL) was heated under microwave irradiation for 10 min at 180° C. The resulting reaction solution was purified by preparative HPLC on reversed phase eluting with a gradient formed from acetonitrile, water and NEt3 to yield, after evaporation of the product containing fractions 13 mg (48%) of the title compound. MS (m/e): 359.2 (MH+).

後処理

  1. customThe resulting reaction solution
  2. customwas purified by preparative HPLC on reversed phase
  3. washeluting with a gradient
  4. customformed from acetonitrile, water and NEt3
  5. customto yield
  6. customafter evaporation of the product
  7. additioncontaining fractions 13 mg (48%) of the title compound

出典と根拠

ORDレコード
ord-68273d3374904adfa6193ccbd74d771f
出典データセット
uspto-grants-2015_11
特許番号
US09187440B2

反応ノート

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