Hydrochloric Acid → 3-[2-[N-[4-(5-methyl-2-phenyl-4-oxazolylmethoxy)benzyl]-N-(1-propyl)amino]-4-phenyl-5-thiazolyl]propionic acid hydrochloride

HRID 1295291ノート

反応式

HRID 1295291 の反応式
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][O:14][C:15]1[CH:42]=[CH:41][C:18]([CH2:19][N:20]([C:24]2[S:25][C:26]([CH2:35][CH2:36][C:37]([O:39]C)=[O:38])=[C:27]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[N:28]=2)[CH2:21][CH2:22][CH3:23])=[CH:17][CH:16]=1.O.[OH-].[Li+].O1CCCC1.[ClH:51]>CO.O>[ClH:51].[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)=[N:4][C:3]=1[CH2:13][O:14][C:15]1[CH:42]=[CH:41][C:18]([CH2:19][N:20]([C:24]2[S:25][C:26]([CH2:35][CH2:36][C:37]([OH:39])=[O:38])=[C:27]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[N:28]=2)[CH2:21][CH2:22][CH3:23])=[CH:17][CH:16]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 168937Lithium hydroxide, monohydrateHCID 69430779methyl 3-[2-[N-[4-(5-methyl-2-phenyl-4-oxazolylmethoxy)benzyl]-N-(1-propyl)amino]-4-phenyl-5-thiazolyl]propionate

生成物 1

HCID 694258363-[2-[N-[4-(5-methyl-2-phenyl-4-oxazolylmethoxy)benzyl]-N-(1-propyl)amino]-4-phenyl-5-thiazolyl]propionic acid hydrochloride収率 97%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

A mixture of methyl 3-[2-[N-[4-(5-methyl-2-phenyl-4-oxazolylmethoxy)benzyl]-N-(1-propyl)amino]-4-phenyl-5-thiazolyl]propionate (537 mg), lithium hydroxide hydrate (116 mg), tetrahydrofuran (6 ml), water (4 ml) and methanol (4 ml) was stirred at room temperature for 2 hrs. 1N Hydrochloric acid (2.8 ml) was added to the reaction mixture and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried (MgSO4) and concentrated. A mixture of the obtained colorless oil, 10% hydrochloric acid-methanol (3 ml) and diethyl ether (30 ml) was stirred at room temperature for 10 min. and concentrated to give 3-[2-[N-[4-(5-methyl-2-phenyl-4-oxazolylmethoxy)benzyl]-N-(1-propyl)amino]-4-phenyl-5-thiazolyl]propionic acid hydrochloride (576 mg, yield 97%) as a colorless amorphous form.

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe ethyl acetate layer was washed with saturated brine
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated
  5. additionA mixture of the obtained colorless oil, 10% hydrochloric acid-methanol (3 ml) and diethyl ether (30 ml)
  6. stirringwas stirred at room temperature for 10 min.
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-e1c23dfeb3c44ef5ba71e626676edaee
出典データセット
uspto-grants-2007_07
特許番号
US07241785B2

反応ノート

読み込み中…