Methanol → HCID 46701499、化合物

HRID 1626385ノート

反応式

HRID 1626385 の反応式
[F:1][C:2]([F:36])([F:35])[C:3]1[CH:4]=[CH:5][C:6]([NH:9][C:10]([C:12]2[CH:34]=[CH:33][C:15]([O:16][C:17]3[CH:26]=[C:25]4[C:20]([CH:21]([C:27]([O:29]C)=[O:28])[CH2:22][CH2:23][O:24]4)=[CH:19][C:18]=3[C:31]#[N:32])=[CH:14][CH:13]=2)=[O:11])=[N:7][CH:8]=1.[OH-].[Na+].CO>C1COCC1.C(OCC)(=O)C.Cl>[F:36][C:2]([F:1])([F:35])[C:3]1[CH:4]=[CH:5][C:6]([NH:9][C:10]([C:12]2[CH:34]=[CH:33][C:15]([O:16][C:17]3[CH:26]=[C:25]4[C:20]([CH:21]([C:27]([OH:29])=[O:28])[CH2:22][CH2:23][O:24]4)=[CH:19][C:18]=3[C:31]#[N:32])=[CH:14][CH:13]=2)=[O:11])=[N:7][CH:8]=1

参加物

7

反応物 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 46928113Methyl 7-(4-((5-(trifluoromethyl)pyridin-2-yl)carbamoyl)phenoxy)-6-cyanochroman-4-carboxylate

生成物 1

HCID 46701499HCID 46701499、化合物収率 23%

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-((5-(trifluoromethyl)pyridin-2-yl)carbamoyl)phenoxy)-6-cyanochroman-4-carboxylate (9 mg, 0.018 mmol) was diluted with THF (500 μL) followed by the addition of sodium hydroxide (0.11 mL, 0.11 mmol) and methanol (100 μL). After stirring for 2 hours, the reaction was diluted with ethyl acetate and 1N HCl. The layers were separated and the organic layer was dried over MgSO4, filtered and concentrated. The material was purified using a reverse phase biotage 12iC18 column eluting with 0.1% TFA/5% ACN/95% water to 0.1% TFA/95% ACN/5% water to yield 7-(4-((5-(trifluoromethyl)pyridin-2-yl)carbamoyl)phenoxy)-6-cyanochroman-4-carboxylic acid (2.0 mg, 23% yield). MS (ESI)=484.0 (M+1).

後処理

  1. customThe layers were separated
  2. dry with materialthe organic layer was dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe material was purified
  6. washeluting with 0.1% TFA/5% ACN/95% water to 0.1% TFA/95% ACN/5% water

出典と根拠

ORDレコード
ord-c5f0a3ab625b4b01a048d79a82bd2dfb
出典データセット
uspto-grants-2014_07
特許番号
US08785445B2

反応ノート

読み込み中…