Methyl chloroformate → HCID 68512538、化合物

HRID 2063258ノート

反応式

HRID 2063258 の反応式
C(N(CC)CC)C.[F:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[C:23]([C:24]3[CH:29]=[CH:28][N:27]=[C:26]([NH:30][CH:31]([CH3:33])[CH3:32])[N:25]=3)=[C:18]3[CH2:19][NH:20][CH2:21][CH2:22][N:17]3[N:16]=2)=[CH:11][CH:10]=1.Cl[C:35]([O:37][CH3:38])=[O:36]>O1CCCC1>[F:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[C:23]([C:24]3[CH:29]=[CH:28][N:27]=[C:26]([NH:30][CH:31]([CH3:33])[CH3:32])[N:25]=3)=[C:18]3[CH2:19][N:20]([C:35]([O:37][CH3:38])=[O:36])[CH2:21][CH2:22][N:17]3[N:16]=2)=[CH:11][CH:10]=1

参加物

5

反応物 3

HCID 6586Methyl chloroformateHCID 8471TriethylamineHCID 68512581HCID 68512581、化合物2 回

生成物 1

HCID 68512538HCID 68512538、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
25 °C

実験手順

Triethylamine (96 mg, 0.948 mmol) was added to a solution of 4-[2-(4-fluorophenyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazin-3-yl]-N-(1-methylethyl)-2-pyrimidinamine (i.e. the product of Step E) (0.150 g, 0.426 mmol) and methyl chloroformate (41.1 μL, 0.178 mmol) in tetrahydrofuran (40 mL). The reaction mixture was stirred at 25° C. for 24 h. The resulting mixture was concentrated under reduced pressure. The residue was diluted with dichloromethane (50 mL) and treated with silica gel (10.0 g). The silica gel suspension was concentrated under reduced pressure to leave a mixture of silica gel and crude product, which was purified by silica gel chromatography using a gradient of ethyl acetate/hexanes (0:1 to 1:4) as eluant to give 25 mg of the title product, a compound of the present invention, as an off-white solid.

後処理

  1. concentrationThe resulting mixture was concentrated under reduced pressure
  2. additionThe residue was diluted with dichloromethane (50 mL)
  3. additiontreated with silica gel (10.0 g)
  4. concentrationThe silica gel suspension was concentrated under reduced pressure
  5. customto leave
  6. additiona mixture of silica gel and crude product, which
  7. customwas purified by silica gel chromatography

出典と根拠

ORDレコード
ord-1b0369509fad4f91a39bca37494c514e
出典データセット
uspto-grants-2012_10
特許番号
US08288375B2

反応ノート

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