Hydrochloric Acid → HCID 178457457、化合物

HRID 2169203ノート

反応式

HRID 2169203 の反応式
[Si]([O:8][CH2:9][CH2:10][N:11]([CH:38]([CH3:40])[CH3:39])[C:12]([C:14]1[NH:15][C:16]([CH2:29][C:30]2[C:35]([Cl:36])=[CH:34][CH:33]=[CH:32][C:31]=2[Cl:37])=[N:17][C:18](=[O:28])[C:19]=1[O:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:13])(C(C)(C)C)(C)C.Cl>O1CCCC1>[OH:8][CH2:9][CH2:10][N:11]([CH:38]([CH3:40])[CH3:39])[C:12]([C:14]1[NH:15][C:16]([CH2:29][C:30]2[C:31]([Cl:37])=[CH:32][CH:33]=[CH:34][C:35]=2[Cl:36])=[N:17][C:18](=[O:28])[C:19]=1[O:20][CH2:21][C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)=[O:13]

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 178457491HCID 178457491、化合物

生成物 1

HCID 178457457HCID 178457457、化合物収率 82%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

5-Benzyloxy-2-(2,6-dichlorobenzyl)-6-oxo-3,6-dihydro-pyrimidine-4-carboxylic acid [2-(tert-butyl-dimethylsilanyloxy)-ethyl]-isopropylamide (63) (0.17 g, 281 μmol, Eq: 1.00) was dissolved in tetrahydrofuran (1 ml). HCl (211 μl, 422 μmol, Eq: 1.5) was added and the resulting mixture was stirred at room temperature for 30 minutes. The solvent was mostly removed. The residue was partitioned between ethyl acetate and 1M NaOH. The aqueous layer was washed with ethyl acetate, the organic layers were washed with brine, combined, dried over Na2SO4, filtered and concentrated. The remaining oil was triturated and concentrated several times with ether/hexanes to afford 5-benzyloxy-2-(2,6-dichlorobenzyl)-6-oxo-3,6-dihydro-pyrimidine-4-carboxylic acid (2-hydroxyethyl)-isopropylamide (64) (0.113 g, 230 μmol, 82.0% yield) as a white solid.

後処理

  1. customThe solvent was mostly removed
  2. customThe residue was partitioned between ethyl acetate and 1M NaOH
  3. washThe aqueous layer was washed with ethyl acetate
  4. washthe organic layers were washed with brine
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customThe remaining oil was triturated
  9. concentrationconcentrated several times with ether/hexanes

出典と根拠

ORDレコード
ord-d9ca9b17f70a46d6922112edf7d4aef6
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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