ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Hydrochloric Acid → (S)-2-(3-(4-(3-(2-Fluorophenyl)ureido)phenyl)isoxazole-5-carboxamido)-3-hydroxypropanoic acid

HRID 75833
ノート
印刷プレビュー

反応式

HRID 75833 の反応式
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9](=[O:32])[NH:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2[CH:21]=[C:20]([C:22]([NH:24][C@@H:25]([CH2:30][OH:31])[C:26]([O:28]C)=[O:27])=[O:23])[O:19][N:18]=2)=[CH:13][CH:12]=1.CC(C)C(NC(C1ON=C(C2C=CC(NC(NC3C=CC(C(F)(F)F)=CC=3)=O)=CC=2)C=1)=O)C(OC)=O.O.[OH-].[Li+].Cl>C1COCC1.O>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9](=[O:32])[NH:10][C:11]1[CH:12]=[CH:13][C:14]([C:17]2[CH:21]=[C:20]([C:22]([NH:24][C@@H:25]([CH2:30][OH:31])[C:26]([OH:28])=[O:27])=[O:23])[O:19][N:18]=2)=[CH:15][CH:16]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 67352407Methyl 3-methyl-2-(3-(4-(3-(4-(trifluoromethyl)phenyl)ureido)phenyl)isoxazole-5-carboxamido)butanoateHCID 67352794(S)-Methyl 2-(3-(4-(3-(2-fluorophenyl)ureido)phenyl)isoxazole-5-carboxamido)-3-hydroxypropanoate

生成物 1

HCID 67353556
(S)-2-(3-(4-(3-(2-Fluorophenyl)ureido)phenyl)isoxazole-5-carboxamido)-3-hydroxypropanoic acid
収率 44%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

(S)-methyl 2-(3-(4-(3-(2-fluorophenyl)ureido)phenyl)isoxazole-5-carboxamido)-3-hydroxypropanoate (compound of Example 275, 200 mg, 0.452 mmol) was dissolved in THF and water in 2:1 ratio. Lithium hydroxide monohydrate (29 mg, 0.678 mmol) was added and the reaction mixture was stirred at RT for 4 hours. The reaction mixture was acidified with dilute HCl and extracted with EtOAc. Organic layer was separated, dried over Na2SO4 and concentrated under reduced pressure. Crude compound was purified by washing with methanol to get 85 mg (44%) of the title compound. MS: ES (−): m/z 427 (M−1); ES (+): m/z 429(M+1); 1HNMR (DMSO-d6, 300 MHz): δ 9.377 (s, 1H), 8.885 (d, 1H), 8.701 (s, 1H), 8.178 (t, 1H), 7.892 (d, 2H), 7.692 (s, 1H), 7.641 (d, 2H), 7.289 (m, 1H), 7.188 (t, 1H), 7.066 (m, 1H), 4.492 (m, 1H), 3.868 (m, 2H), 3.554 (m, 1H), 3.087 (s, 3H).

後処理

  1. extractionextracted with EtOAc
  2. customOrganic layer was separated
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated under reduced pressure
  5. customCrude compound was purified
  6. washby washing with methanol

出典と根拠

ORDレコード
ord-e072460a403343d08f487d11b723860d
出典データセット
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08835428B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート