Hydrochloric Acid → 6-Amino-2-(4-chloro-2-fluoro-3-methoxyphenyl)-5-(1-methoxyethyl)pyrimidine-4-carboxylic acid

HRID 245302ノート

反応式

HRID 245302 の反応式
C[O:2][C:3]([C:5]1[C:10]([CH:11](F)[CH3:12])=[C:9]([NH2:14])[N:8]=[C:7]([C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[C:17]([O:22][CH3:23])[C:16]=2[F:24])[N:6]=1)=[O:4].[OH-:25].[Na+].Cl.[CH3:28]O>>[NH2:14][C:9]1[N:8]=[C:7]([C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[C:17]([O:22][CH3:23])[C:16]=2[F:24])[N:6]=[C:5]([C:3]([OH:2])=[O:4])[C:10]=1[CH:11]([O:25][CH3:28])[CH3:12]

参加物

5

反応物 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 59432118HCID 59432118、化合物

生成物 1

HCID 594320976-Amino-2-(4-chloro-2-fluoro-3-methoxyphenyl)-5-(1-methoxyethyl)pyrimidine-4-carboxylic acid収率 85%

実験手順

6-Amino-2-(4-chloro-2-fluoro-3-methoxyphenyl)-5-(1-fluoroethyl)pyrimidine-4-carboxylic acid methyl ester (0.100 g, 0.280 mmol) was dissolved/suspended in methanol (10 mL) and 2N sodium hydroxide (0.561 mL, 1.121 mmol) was added. The reaction mixture was stirred overnight at ambient temperature, acidified with 2N HCl, and concentrated. The precipitate that formed was filtered, washed with water, and dried to provide the title compound (0.085 g, 85% yield) as a white solid, mp 165-167° C.: 1H NMR (DMSO-d6 and drop of D2O) δ 7.60 (dd, 1H), 7.39 (dd, 1H), 4.55 (q, 1H), 3.91 (s, 3H), 3.17 (s, 3H), 1.41 (dd, 3H).

後処理

  1. concentrationconcentrated
  2. customThe precipitate that formed
  3. filtrationwas filtered
  4. washwashed with water
  5. customdried

出典と根拠

ORDレコード
ord-6a96176530d846269f19cb90b8cb9086
出典データセット
uspto-grants-2014_02
特許番号
US08658791B2

反応ノート

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