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 → 2-[1-(2,1,3-Benzoxadiazol-5-ylmethyl)-6-methyl-7-oxo-4-(p-tolyl)pyrrolo[2,3-c]pyridin-5-yl]-2-tert-butoxy-acetic acid

HRID 1473211
ノート
印刷プレビュー

反応式

HRID 1473211 の反応式
[N:1]1[O:2][N:3]=[C:4]2[CH:9]=[C:8]([CH2:10][N:11]3[C:15]4[C:16](=[O:38])[N:17]([CH3:37])[C:18]([CH:27]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])[C:28]([O:30]C)=[O:29])=[C:19]([C:20]5[CH:25]=[CH:24][C:23]([CH3:26])=[CH:22][CH:21]=5)[C:14]=4[CH:13]=[CH:12]3)[CH:7]=[CH:6][C:5]=12.[Li+].[OH-].Cl>O1CCCC1.CO>[N:1]1[O:2][N:3]=[C:4]2[CH:9]=[C:8]([CH2:10][N:11]3[C:15]4[C:16](=[O:38])[N:17]([CH3:37])[C:18]([CH:27]([O:32][C:33]([CH3:34])([CH3:36])[CH3:35])[C:28]([OH:30])=[O:29])=[C:19]([C:20]5[CH:21]=[CH:22][C:23]([CH3:26])=[CH:24][CH:25]=5)[C:14]=4[CH:13]=[CH:12]3)[CH:7]=[CH:6][C:5]=12
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 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 89473336methyl 2-(1-(benzo[c][1,2,5]oxadiazol-5-ylmethyl)-6-methyl-7-oxo-4-(p-tolyl)-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-5-yl)-2-(tert-butoxy)acetate

生成物 1

HCID 715387522-[1-(2,1,3-Benzoxadiazol-5-ylmethyl)-6-methyl-7-oxo-4-(p-tolyl)pyrrolo[2,3-c]pyridin-5-yl]-2-tert-butoxy-acetic acid

試薬・触媒・溶媒 2

HCID 887
Methanol
溶媒
HCID 8028Tetrahydrofuran溶媒

反応条件

温度
70 °C

実験手順

A mixture of the crude methyl 2-(1-(benzo[c][1,2,5]oxadiazol-5-ylmethyl)-6-methyl-7-oxo-4-(p-tolyl)-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-5-yl)-2-(tert-butoxy)acetate in Tetrahydrofuran (THF) (1 mL) and Methanol (1 mL) was treated with 2M LiOH (1 mL, 2.000 mmol) and then heated to 70° C. for one hour. The mixture was cooled to 0° C., adjusted to pH <2 with 1N HCl and then extracted with ethyl acetate. The combined extracts were washed with brine, dried over sodium sulfate, filtered and concentrated. The residue was purified by reverse phase chromatography (10-90% MeCN/H2O-0.1% TFA, 12 min.) to give the title compound. 1H NMR (400 MHz, CHLOROFORM-d) ppm 7.77-7.85 (m, 1H) 7.52-7.59 (m, 1H) 7.41-7.49 (m, 2H) 7.36-7.41 (m, 1H) 7.29-7.34 (m, 2H) 7.05-7.13 (m, 1H) 6.09-6.19 (m, 1H) 5.87-6.02 (m, 2H) 5.46-5.52 (m, 1H) 3.66 (s, 3H) 2.45 (s, 3H) 1.00 (s, 9H); LCMS (m/z) ES+=501 (M+1).

後処理

  1. temperatureThe mixture was cooled to 0° C.
  2. extractionextracted with ethyl acetate
  3. washThe combined extracts were washed with brine
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe residue was purified by reverse phase chromatography (10-90% MeCN/H2O-0.1% TFA, 12 min.)

出典と根拠

ORDレコード
ord-b6a0ca1962a04bcf941dfac2632ec0f7
出典データセット
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09012642B2

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