Methanol → 7-(4-((2,3-dihydro-1H-inden-2-yl)carbamoyl) phenoxy)-6-cyano-3,4-dihydro-2H-chromene-4-carboxylic acid

HRID 510611ノート

反応式

HRID 510611 の反応式
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH:2]1[NH:10][C:11]([C:13]1[CH:35]=[CH:34][C:16]([O:17][C:18]2[CH:27]=[C:26]3[C:21]([CH:22]([C:28]([O:30]C)=[O:29])[CH2:23][CH2:24][O:25]3)=[CH:20][C:19]=2[C:32]#[N:33])=[CH:15][CH:14]=1)=[O:12].[OH-].[Na+].O.CO>C1COCC1.Cl.C(OCC)(=O)C>[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH:2]1[NH:10][C:11]([C:13]1[CH:35]=[CH:34][C:16]([O:17][C:18]2[CH:27]=[C:26]3[C:21]([CH:22]([C:28]([OH:30])=[O:29])[CH2:23][CH2:24][O:25]3)=[CH:20][C:19]=2[C:32]#[N:33])=[CH:15][CH:14]=1)=[O:12]

参加物

8

反応物 4

HCID 887MethanolHCID 962WaterHCID 14798Sodium HydroxideHCID 67080302Methyl 7-(4-((2,3-dihydro-1H-inden-2-yl)carbamoyl)phenoxy)-6-cyano-3,4-dihydro-2H-chromene-4-carboxylate

生成物 1

HCID 445991037-(4-((2,3-dihydro-1H-inden-2-yl)carbamoyl) phenoxy)-6-cyano-3,4-dihydro-2H-chromene-4-carboxylic acid収率 86%

試薬・触媒・溶媒 3

HCID 313Hydrochloric Acid溶媒HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

Methyl 7-(4-((2,3-dihydro-1H-inden-2-yl)carbamoyl)phenoxy)-6-cyano-3,4-dihydro-2H-chromene-4-carboxylate (12 mg, 0.026 mmol) was diluted with THF (500 μL) followed by the addition of NaOH (1.0 mg, 0.026 mmol), water (200 μL) and methanol (200 μL). After stirring for 2 hours, the reaction was diluted with 2N HCl and ethyl acetate. The layers were separated and the organic layer was dried over MgSO4, filtered and concentrated to yield the title compound (10 mg, 86% yield). 1H NMR (400 MHz, CD3OD) δ 7.90 (d, 2H), 7.64 (s, 1H), 7.15-7.22 (m, 4H), 7.15 (d, 2H), 6.41 (s, 1H) 4.20-4.35 (m, 3H), 3.82 (bt, 1H), 3.3-3.4 (m, 2H), 2.95-3.05 (m, 2H), 2.35-2.40 (m, 1H), 2.10-2.15 (m, 1H).

後処理

  1. customThe layers were separated
  2. dry with materialthe organic layer was dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-8765babc78064daaa3cdf2619b5a39e5
出典データセット
uspto-grants-2015_08
特許番号
US09096567B2

反応ノート

読み込み中…