Acetic Acid → 6-[([1,1'-Biphenyl]-2-carbonyl)amino]pyridine-3-carboxylic acid

HRID 975886ノート

反応式

HRID 975886 の反応式
[C:1]1([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[C:2]([C:7]([N:9](C(C2C(C3C=CC=CC=3)=CC=CC=2)=O)[C:10]2[N:15]=[CH:14][C:13]([C:16]([O:18]C)=[O:17])=[CH:12][CH:11]=2)=[O:8])=[CH:3][CH:4]=[CH:5][CH:6]=1.[OH-].[Na+].C(O)(=O)C>CO.O1CCCC1>[C:1]1([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[C:2]([C:7]([NH:9][C:10]2[N:15]=[CH:14][C:13]([C:16]([OH:18])=[O:17])=[CH:12][CH:11]=2)=[O:8])=[CH:3][CH:4]=[CH:5][CH:6]=1

参加物

6

反応物 3

HCID 176Acetic AcidHCID 14798Sodium HydroxideHCID 22099573Methyl 6-[[bis(2-biphenylcarbonyl)]amino]pyridine-3-carboxylate

生成物 1

HCID 220997396-[([1,1'-Biphenyl]-2-carbonyl)amino]pyridine-3-carboxylic acid収率 89.9%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a chilled (0° C.) mixture of 6.0 g of methyl 6-[[bis (2-biphenylcarbonyl)]amino]pyridine-3-carboxylate in 40 ml of methanol and 30 ml of tetrahydrofuran is added slowly 18 ml of 2N NaOH. The mixture is stirred at room temperature overnight and brought to pH 5 with glacial acetic acid. The mixture is concentrated, acidified to pH 2-3 with 1N HCl and extracted with 250 ml of ethyl acetate. The extract is washed with 50 ml of brine, dried (Na2SO4) and the solvent removed under vacuum. The residual white solid is triturated with 15 ml of ethyl acetate to give 3.35 g of white crystals, m.p. 215°-217° C.

後処理

  1. temperatureTo a chilled
  2. concentrationThe mixture is concentrated
  3. extractionextracted with 250 ml of ethyl acetate
  4. washThe extract is washed with 50 ml of brine
  5. dry with materialdried (Na2SO4)
  6. customthe solvent removed under vacuum
  7. customThe residual white solid is triturated with 15 ml of ethyl acetate

出典と根拠

ORDレコード
ord-f59d2a7e937042379b36cca9845f70d6
出典データセット
uspto-grants-1997_03
特許番号
US05610156

反応ノート

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