Hydrochloric Acid → (2Z)-3-(5-chloro-6-{[(3R)-1-cyclopentyl-3-pyrrolidinyl]amino}-3-pyridinyl)-2-fluoroacrylic acid

HRID 2376136ノート

反応式

HRID 2376136 の反応式
[Cl:1][C:2]1[CH:3]=[C:4](/[CH:19]=[C:20](\[F:26])/[C:21]([O:23]CC)=[O:22])[CH:5]=[N:6][C:7]=1[NH:8][C@@H:9]1[CH2:13][CH2:12][N:11]([CH:14]2[CH2:18][CH2:17][CH2:16][CH2:15]2)[CH2:10]1.[OH-].[Na+].Cl>CO>[Cl:1][C:2]1[CH:3]=[C:4](/[CH:19]=[C:20](\[F:26])/[C:21]([OH:23])=[O:22])[CH:5]=[N:6][C:7]=1[NH:8][C@@H:9]1[CH2:13][CH2:12][N:11]([CH:14]2[CH2:15][CH2:16][CH2:17][CH2:18]2)[CH2:10]1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86603745ethyl (2Z)-3-(5-chloro-6-([(3R)-1-cyclopentyl-3-pyrrolidinyl]amino)-3-pyridinyl)-2-fluoroacrylate

生成物 1

HCID 68960084(2Z)-3-(5-chloro-6-{[(3R)-1-cyclopentyl-3-pyrrolidinyl]amino}-3-pyridinyl)-2-fluoroacrylic acid収率 100%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
77.5 °C

実験手順

A mixture of ethyl (2Z)-3-(5-chloro-6-{[(3R)-1-cyclopentyl-3-pyrrolidinyl]amino}-3-pyridinyl)-2-fluoroacrylate (710 mg) and 1N NaOH solution (3.8 ml) in MeOH (20 ml) was stirred at 75-80° C. for 2 hours. To the reaction mixture was added 1N HCl solution (3.8 ml) and the resultant solution was evaporated in vacuo and the residue was dissolved in a mixture of MeOH and toluene and evaporated in vacuo and the residue was dried to give (2Z)-3-(5-chloro-6-{[(3R)-1-cyclopentyl-3-pyrrolidinyl]amino}-3-pyridinyl)-2-fluoroacrylic acid (658 mg).

後処理

  1. customthe resultant solution was evaporated in vacuo
  2. dissolutionthe residue was dissolved in a mixture of MeOH and toluene
  3. customevaporated in vacuo
  4. customthe residue was dried

出典と根拠

ORDレコード
ord-be9b956f3b304934862a97e87d805610
出典データセット
uspto-grants-2008_12
特許番号
US07465731B2

反応ノート

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