Hydrochloric Acid → N5-(7-Methoxyquinolin-4-yl)pyrimidine-2,5-diamine

HRID 503574ノート

反応式

HRID 503574 の反応式
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([NH:13][C:14]3[CH:15]=[N:16][C:17]([NH:20]C(=O)C4C=CC=CC=4)=[N:18][CH:19]=3)=[CH:8][CH:9]=[N:10]2)=[CH:5][CH:4]=1.Cl>CO>[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([NH:13][C:14]3[CH:15]=[N:16][C:17]([NH2:20])=[N:18][CH:19]=3)=[CH:8][CH:9]=[N:10]2)=[CH:5][CH:4]=1

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 67316087N-(5-(7-Methoxyquinolin-4-ylamino)pyrimidin-2-yl)benzamide

生成物 1

HCID 59427342N5-(7-Methoxyquinolin-4-yl)pyrimidine-2,5-diamine

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
80 °C

実験手順

In 25 mL sealed tube, N-(5-(7-methoxyquinolin-4-ylamino)pyrimidin-2-yl)benzamide (400 mg, 1077 μmol) was added into 6 ml of MeOH followed by addition of 2 mL of HCl (conc.). The reaction was heated at 80° C. After 1.5 h the reaction mixture based on LCMS showed full conversion to desired product [M+H]++1=269 @ 0.8 min—protonated form. The reaction was cooled to 0° C., 50 mL of CH2Cl2 was added, and the mixture was neutralized with 6N NaOH. Solid precipitated out of the solution in the aqueous layer. The whole mixture was concentrated under reduced pressure. The solid was filtered off with an aid of water to yield a sticky solid. The solid was transferred into a flask with an aid of MeOH. The solvent was evaporated under reduced pressure to afford N5-(7-methoxyquinolin-4-yl)pyrimidine-2,5-diamine as a gray solid.

後処理

  1. customIn 25 mL sealed tube

出典と根拠

ORDレコード
ord-17935df3c57a43379260e0d5922ca031
出典データセット
uspto-grants-2010_08
特許番号
US07776857B2

反応ノート

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