Thionyl Chloride → Pyridine, 3-(chloromethyl)-2-(1-(1-methylethyl)-1H-pyrazol-5-yl)-, hydrochloride (1:2)

HRID 1770790ノート

反応式

HRID 1770790 の反応式
[CH:1]([N:4]1[C:8]([C:9]2[C:14]([CH2:15]O)=[CH:13][CH:12]=[CH:11][N:10]=2)=[CH:7][CH:6]=[N:5]1)([CH3:3])[CH3:2].O=S(Cl)[Cl:19]>C(Cl)Cl>[ClH:19].[Cl:19][CH2:15][C:14]1[C:9]([C:8]2[N:4]([CH:1]([CH3:3])[CH3:2])[N:5]=[CH:6][CH:7]=2)=[N:10][CH:11]=[CH:12][CH:13]=1

参加物

4

反応物 2

HCID 24386Thionyl ChlorideHCID 896547582-(1-(1-Methylethyl)-1H-pyrazol-5-yl)-3-pyridinemethanol

生成物 1

HCID 86690720Pyridine, 3-(chloromethyl)-2-(1-(1-methylethyl)-1H-pyrazol-5-yl)-, hydrochloride (1:2)

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of (2-(1-isopropyl-1H-pyrazol-5-yl)pyridin-3-yl)methanol) (440 mg, 2.02 mmol) in DCM (4 mL) was added SOCl2 (2 eq) at 0° C. The reaction mixture was stirred at RT for 15 mins and concentrated to dryness. The crude solid was suspended in toluene and concentrated to dryness. The process was repeated three times and dried under vacuum to give 3-(chloromethyl)-2-(1-isopropyl-1H-pyrazol-5-yl)pyridine hydrochloride (432 mg) as an off-white solid, which was used for next step without further purification. MS (ESI) m/z 236.5 [M+H]+.

後処理

  1. concentrationconcentrated to dryness
  2. concentrationconcentrated to dryness
  3. customdried under vacuum

出典と根拠

ORDレコード
ord-351fc19a43814c71b9a880cc434d5144
出典データセット
uspto-grants-2016_02
特許番号
US09248199B2

反応ノート

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