Hydrochloric Acid → HCID 178441874、化合物

HRID 2169197ノート

反応式

HRID 2169197 の反応式
[CH2:1]([O:8][C:9]1[C:10]([C:26]([O:28]C(C)(C)C)=[O:27])=[N:11][C:12]([CH2:16][C:17]([CH3:25])([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH3:18])=[N:13][C:14]=1[OH:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.[OH-].[Li+].Cl>O1CCCC1.O.O>[CH2:1]([O:8][C:9]1[C:10]([C:26]([OH:28])=[O:27])=[N:11][C:12]([CH2:16][C:17]([CH3:18])([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH3:25])=[N:13][C:14]=1[OH:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 178450823HCID 178450823、化合物

生成物 1

HCID 178441874HCID 178441874、化合物収率 68.5%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 21881883Oxolane--water (1/1)溶媒

反応条件

温度
85 °C

実験手順

tert-Butyl 5-(benzyloxy)-6-hydroxy-2-(2-methyl-2-phenylpropyl)pyrimidine-4-carboxylate (55) (260 mg, 598 μmol, Eq: 1.00) was stirred in tetrahydrofuran/water. Lithium hydroxide monohydrate (126 mg, 2.99 mmol, Eq: 5) was added. The reaction mixture was heated at 85° C. for 7 hours, cooled, and stirred at room temperature for 16 hours. 1N HCl was added until precipitate forms (about 10 ml). The mixture was diluted with water, extracted three times with ethyl acetate, washed with brine and dried over magnesium sulfate. The solvent was removed on a rotary evaporator to give 5-(benzyloxy)-6-hydroxy-2-(2-methyl-2-phenylpropyl)pyrimidine-4-carboxylic acid (56) as a white solid (155 mg, 68%).

後処理

  1. temperaturecooled
  2. extractionextracted three times with ethyl acetate
  3. washwashed with brine
  4. dry with materialdried over magnesium sulfate
  5. customThe solvent was removed on a rotary evaporator

出典と根拠

ORDレコード
ord-3cc2b77cf4814f0bb49373b7f1bc6b06
出典データセット
uspto-grants-2015_06
特許番号
US09045486B2

反応ノート

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