Diisopropanolamine → 4-[Bis-(2-hydroxy-propyl)-amino]-but-2-enoic Acid [4-(3-chloro-4-fluoro-phenylamino)-3-cyano-7-methoxy-quinolin-6-yl]-amide

HRID 379188

反応式

HRID 379188 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]2[C:19]3[C:14](=[CH:15][C:16]([O:27][CH3:28])=[C:17]([NH:20][C:21](=[O:26])[CH:22]=[CH:23][CH2:24]Br)[CH:18]=3)[N:13]=[CH:12][C:11]=2[C:29]#[N:30])[CH:5]=[CH:6][C:7]=1[F:8].[NH:31]([CH2:36][CH:37]([OH:39])[CH3:38])[CH2:32][CH:33]([OH:35])[CH3:34].C(=O)(O)[O-].[Na+]>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]2[C:19]3[C:14](=[CH:15][C:16]([O:27][CH3:28])=[C:17]([NH:20][C:21](=[O:26])[CH:22]=[CH:23][CH2:24][N:31]([CH2:36][CH:37]([OH:39])[CH3:38])[CH2:32][CH:33]([OH:35])[CH3:34])[CH:18]=3)[N:13]=[CH:12][C:11]=2[C:29]#[N:30])[CH:5]=[CH:6][C:7]=1[F:8]

参加物

5

反応物 3

HCID 8086DiisopropanolamineHCID 516892Sodium BicarbonateHCID 542420754-Bromo-but-2-enoic acid[4-(3-chloro-4-fluoro-phenylamino)-3-cyano-7-methoxy-quinolin-6-yl]-amide

生成物 1

HCID 672035304-[Bis-(2-hydroxy-propyl)-amino]-but-2-enoic Acid [4-(3-chloro-4-fluoro-phenylamino)-3-cyano-7-methoxy-quinolin-6-yl]-amide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
60 °C

実験手順

A mixture of 250 mg (0.51 mmol) of 4-bromo-but-2-enoic acid[4-(3-chloro-4-fluoro-phenylamino)-3-cyano-7-methoxy-quinolin-6-yl]-amide, and 136 mg (1.02 mmol) of 1,1′-iminodi-2-propanol in 2.25 ml dimethylformamide was stirred at room temperature for 3 hr and at 60° C. for 2 hr. After the mixture was cooled, saturated sodium bicarbonate solution was added and the solution was subsequently extracted with ethyl acetate. The extracts were evaporated to an oil, washed with hexane and dried under reduced pressure. Yield 240.1 mg (87%) tan solid: mp 122-125° C.

後処理

  1. temperatureAfter the mixture was cooled
  2. extractionthe solution was subsequently extracted with ethyl acetate
  3. customThe extracts were evaporated to an oil
  4. washwashed with hexane
  5. customdried under reduced pressure

出典と根拠

ORDレコード
ord-c07c2ed1c7a244ba96f1ae2a2532ba75
出典データセット
uspto-grants-2001_10
特許番号
US06297258B1

関連ノート

読み込み中…