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Hydrochloric Acid → N-(6-Amino-2,4-dioxo-1,3-dipropyl-1,2,3,4-tetrahydro-pyrimidin-5-yl)-4-[1-(4-fluoro-phenyl)-5-oxo-pyrrolidin-3-ylmethoxy]-benzamide

HRID 889040
ノート
印刷プレビュー

反応式

HRID 889040 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12](=[O:13])[CH2:11][CH:10]([CH2:14][O:15][C:16]3[CH:24]=[CH:23][C:19]([C:20](O)=[O:21])=[CH:18][CH:17]=3)[CH2:9]2)=[CH:4][CH:3]=1.Cl.[NH2:26][C:27]1[C:28](=[O:41])[N:29]([CH2:38][CH2:39][CH3:40])[C:30](=[O:37])[N:31]([CH2:34][CH2:35][CH3:36])[C:32]=1[NH2:33].CCN=C=NCCCN(C)C>CO>[NH2:33][C:32]1[N:31]([CH2:34][CH2:35][CH3:36])[C:30](=[O:37])[N:29]([CH2:38][CH2:39][CH3:40])[C:28](=[O:41])[C:27]=1[NH:26][C:20](=[O:21])[C:19]1[CH:23]=[CH:24][C:16]([O:15][CH2:14][CH:10]2[CH2:11][C:12](=[O:13])[N:8]([C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=3)[CH2:9]2)=[CH:17][CH:18]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 50986055,6-Diamino-1,3-dipropyl-2,4(1H,3H)-pyrimidinedioneHCID 104717594-[1-(4-Fluoro-phenyl)-5-oxo-pyrrolidin-3-ylmethoxy]-benzoic acid

生成物 1

HCID 57988770N-(6-Amino-2,4-dioxo-1,3-dipropyl-1,2,3,4-tetrahydro-pyrimidin-5-yl)-4-[1-(4-fluoro-phenyl)-5-oxo-pyrrolidin-3-ylmethoxy]-benzamide
収率 90%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
22.5 °C

実験手順

To a stirred solution of 4-[1-(4-fluoro-phenyl)-5-oxo-pyrrolidin-3-ylmethoxy]-benzoic acid obtained in step 2 (0.140 g, 0.426 mmol) and HCl salt of 5,6-diamino-1,3-dipropyl-1H-pyrimidine-2,4-dione (0.112 g, 0.426 mmol) in MeOH (5 mL) was added EDCI (0.0136 g, 0.593 mmol). After stirring at 20-25° C. for 16 hours, the reaction mixture was quenched with water (5 mL). The solid obtained was filtered and washed with water to provide the crude product which was purified by column chromatography to afford N-(6-amino-2,4-dioxo-1,3-dipropyl-1,2,3,4-tetrahydro-pyrimidin-5-yl)-4-[1-(4-fluorophenyl)-5-oxo-pyrrolidin-3-ylmethoxy]-benzamide (0.205 g, 90%) as a white solid.

後処理

  1. customthe reaction mixture was quenched with water (5 mL)
  2. customThe solid obtained
  3. filtrationwas filtered
  4. washwashed with water
  5. customto provide the crude product which
  6. customwas purified by column chromatography

出典と根拠

ORDレコード
ord-655f143abaf14331bb26229ea288fce4
出典データセット
uspto-grants-2012_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08252797B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート