Dichloromethane → (e)-3-[6-[n-(Methoxycarbonylmethyl)amino]pyridin-3-yl]acrylic acid hydrochloride salt

HRID 1690328

反応式

HRID 1690328 の反応式
C(O)(C(F)(F)F)=O.[CH3:8][O:9][C:10]([CH2:12][NH:13][C:14]1[N:19]=[CH:18][C:17](/[CH:20]=[CH:21]/[C:22]([O:24]C(C)(C)C)=[O:23])=[CH:16][CH:15]=1)=[O:11].C(Cl)[Cl:30]>>[ClH:30].[CH3:8][O:9][C:10]([CH2:12][NH:13][C:14]1[N:19]=[CH:18][C:17](/[CH:20]=[CH:21]/[C:22]([OH:24])=[O:23])=[CH:16][CH:15]=1)=[O:11]

参加物

4

反応物 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 66905699tert-butyl (E)-3-[6-[N-(methoxycarbonylmethyl)amino]pyridin-3-yl]acrylate

生成物 1

HCID 66905135(e)-3-[6-[n-(Methoxycarbonylmethyl)amino]pyridin-3-yl]acrylic acid hydrochloride salt収率 100%

実験手順

A solution of 50% TFA in CH2Cl2 (75 mL) was added to tert-butyl (E)-3-[6-[N-(methoxycarbonylmethyl)amino]pyridin-3-yl]acrylate (5.20 g, 17.8 mmole). The reaction was stirred at room temperature for 45 min then was concentrated under vacuum. The residue was taken up in 4.0 N HCl in dioxane (75 mL), stirred for 5 min, then concentrated to dryness under vacuum. The remaining solid was triturated with 1:1 Et2O/petroleum ether, filtered and dried under vacuum to give the title compound (4.87 g, 100%) as a white solid: MS (ES) m/e 237.2 (M+H)+.

後処理

  1. concentrationthen was concentrated under vacuum
  2. stirringstirred for 5 min
  3. concentrationconcentrated to dryness under vacuum
  4. customThe remaining solid was triturated with 1:1 Et2O/petroleum ether
  5. filtrationfiltered
  6. customdried under vacuum

出典と根拠

ORDレコード
ord-ff740167de8042f097d67844c8483749
出典データセット
uspto-grants-2012_04
特許番号
US08153652B2

関連ノート

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