Hydrochloric Acid → 4-{4-[(2-Aminopyrimidin-4-yl)amino]-2-fluorobenzyl}-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile

HRID 2240271ノート

反応式

HRID 2240271 の反応式
[NH2:1][C:2]1[CH:19]=[CH:18][C:5]([CH2:6][C:7]2[CH:12]=[CH:11][N:10]=[C:9]3[NH:13][CH:14]=[C:15]([C:16]#[N:17])[C:8]=23)=[C:4]([F:20])[CH:3]=1.Cl[C:22]1[CH:27]=[CH:26][N:25]=[C:24]([NH2:28])[N:23]=1.Cl.[OH-].[Na+]>O.CO.C(O)C>[NH2:28][C:24]1[N:25]=[C:26]([NH:1][C:2]2[CH:19]=[CH:18][C:5]([CH2:6][C:7]3[CH:12]=[CH:11][N:10]=[C:9]4[NH:13][CH:14]=[C:15]([C:16]#[N:17])[C:8]=34)=[C:4]([F:20])[CH:3]=2)[CH:27]=[CH:22][N:23]=1

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 2233322-Amino-4-chloropyrimidineHCID 593049784-(4-Amino-2-fluorobenzyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile

生成物 1

HCID 593050194-{4-[(2-Aminopyrimidin-4-yl)amino]-2-fluorobenzyl}-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

120 mg (0.45 mmol) of 4-(4-amino-2-fluorobenzyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile and 64 mg (0.50 mmol) of 4-chloropyrimidine-2-amine are suspended in 4 ml of water, 2 ml of ethanol and 0.23 ml of 4N hydrochloric acid. The reaction mixture is heated at reflux for 2 hours. After cooling, the mixture is made alkaline using dilute aqueous sodium hydroxide solution, a little methanol is added, the mixture is extracted with ethyl acetate and the solvent is removed under reduced pressure. The residue is purified by preparative HPLC. This gives crystals.

後処理

  1. temperatureThe reaction mixture is heated
  2. temperatureat reflux for 2 hours
  3. temperatureAfter cooling
  4. extractionthe mixture is extracted with ethyl acetate
  5. customthe solvent is removed under reduced pressure
  6. customThe residue is purified by preparative HPLC

出典と根拠

ORDレコード
ord-c6c9deb4542e448984c26726e7c59de9
出典データセット
uspto-grants-2010_05
特許番号
US07723347B2

反応ノート

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