Hydrochloric Acid → HCID 25134175、化合物

HRID 1515354ノート

反応式

HRID 1515354 の反応式
[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[N:4]([C:11]([NH:13][CH:14]2[CH:21]3[CH2:22][C:17]4([C:24]([O:26]C)=[O:25])[CH2:18][CH:19]([CH2:23][CH:15]2[CH2:16]4)[CH2:20]3)=[O:12])[CH2:3][CH2:2]1.[OH-].[Na+].Cl>O1CCCC1>[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[N:4]([C:11]([NH:13][CH:14]2[CH:15]3[CH2:16][C:17]4([C:24]([OH:26])=[O:25])[CH2:18][CH:19]([CH2:20][CH:21]2[CH2:22]4)[CH2:23]3)=[O:12])[CH2:3][CH2:2]1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 59408251methyl 4-[(2,3-dihydro-4H-1,4-benzoxazin-4-ylcarbonyl)amino]adamantane-1-carboxylate

生成物 1

HCID 25134175HCID 25134175、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of methyl 4-[(2,3-dihydro-4H-1,4-benzoxazin-4-ylcarbonyl)amino]adamantane-1-carboxylate obtained in Example 35 (a mixture of Compounds 35a and 35b, 474 mg) in tetrahydrofuran (6 ml), 1M aqueous sodium hydroxide (6 ml) was added and heated under reflux for 3 hours. After cooling at room temperature, the reaction mixture was adjusted to pH 1 to 2 by dropwise addition of 1M aqueous hydrochloric acid under ice cooling, and then extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The desiccant was filtered off and the solvent was distilled off under reduced pressure to give an isomer mixture of the titled compounds (a mixture of Compounds 36a and 36b, 469 mg) as a light-pink powder.

後処理

  1. temperatureheated
  2. temperatureunder reflux for 3 hours
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationThe desiccant was filtered off
  7. distillationthe solvent was distilled off under reduced pressure
  8. customto give

出典と根拠

ORDレコード
ord-51d3c23ede434ab183c94b386fcae0d2
出典データセット
uspto-grants-2012_07
特許番号
US08222417B2

反応ノート

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