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Hydrochloric Acid → 4-(4-Chloro-2-fluoro-5-hydroxyanilino)-6-methoxy-7-(2-(4-methylpiperazin-1-yl)ethoxy)quinazoline

HRID 634705
ノート
印刷プレビュー

反応式

HRID 634705 の反応式
[ClH:1].Cl[C:3]1[C:12]2[C:7](=[CH:8][C:9]([O:15][CH2:16][CH2:17][N:18]3[CH2:23][CH2:22][N:21]([CH3:24])[CH2:20][CH2:19]3)=[C:10]([O:13][CH3:14])[CH:11]=2)[N:6]=[CH:5][N:4]=1.Br[C:26]1[C:32]([OH:33])=[CH:31][C:29]([NH2:30])=[C:28]([F:34])[CH:27]=1>C(O)(C)C.CC(C)=O>[Cl:1][C:26]1[C:32]([OH:33])=[CH:31][C:29]([NH:30][C:3]2[C:12]3[C:7](=[CH:8][C:9]([O:15][CH2:16][CH2:17][N:18]4[CH2:23][CH2:22][N:21]([CH3:24])[CH2:20][CH2:19]4)=[C:10]([O:13][CH3:14])[CH:11]=3)[N:6]=[CH:5][N:4]=2)=[C:28]([F:34])[CH:27]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 109656515-Amino-2-bromo-4-fluorophenolHCID 117594994-Chloro-6-methoxy-7-(2-(4-methylpiperazin-1-yl)ethoxy)quinazoline

生成物 1

HCID 212603034-(4-Chloro-2-fluoro-5-hydroxyanilino)-6-methoxy-7-(2-(4-methylpiperazin-1-yl)ethoxy)quinazoline収率 32%

試薬・触媒・溶媒 2

HCID 180Acetone溶媒
HCID 3776
Isopropanol
溶媒

実験手順

1M Ethereal hydrogen chloride (0.34 ml, 0.34 mmol) was added to 4-chloro-6-methoxy-7-(2-(4-methylpiperazin-1-yl)ethoxy)quinazoline (115 mg, 0.34 mmol) and 4-chloro-2-fluoro-5-hydroxyaniline (61 mg, 0.38 mmol), (as described in EP 61741 A2), in isopropanol (5 ml) and the mixture was heated at reflux for 90 minutes and then allowed to cool. The mixture was diluted with acetone, and the solid product collected by filtration. The impure solid was treated with methylene chloride/methanol/ammonia (100/8/1) (5 ml), and water was added. The reprecipitated product was collected by filtration and dried to give 4-(4-chloro-2-fluoro-5-hydroxyanilino)-6-methoxy-7-(2-(4-methylpiperazin-1-yl)ethoxy)quinazoline (32%).

後処理

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 90 minutes
  3. temperatureto cool
  4. filtrationthe solid product collected by filtration
  5. additionThe impure solid was treated with methylene chloride/methanol/ammonia (100/8/1) (5 ml), and water
  6. additionwas added
  7. filtrationThe reprecipitated product was collected by filtration
  8. customdried

出典と根拠

ORDレコード
ord-0fcdfa069c1845a0a3c4370f16bc440a
出典データセット
uspto-grants-2001_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06184225B2

反応ノート

読み込み中…

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