Sodium Hydroxide → 2-[(Morpholin-4-yl)methyl]-1,3-thiazole-4-carboxylic acid

HRID 244654ノート

反応式

HRID 244654 の反応式
[N:1]1([CH2:7][C:8]2[S:9][CH:10]=[C:11]([C:13]([O:15]CC)=[O:14])[N:12]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[OH-].[Na+]>CO>[N:1]1([CH2:7][C:8]2[S:9][CH:10]=[C:11]([C:13]([OH:15])=[O:14])[N:12]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 13121935Ethyl 2-(4-morpholinylmethyl)-1,3-thiazole-4-carboxylate

生成物 1

HCID 391600072-[(Morpholin-4-yl)methyl]-1,3-thiazole-4-carboxylic acid収率 52.3%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Ethyl 2-(4-morpholinylmethyl)-1,3-thiazole-4-carboxylate (260 mg) was dissolved in methanol (5 ml). Sodium hydroxide (5 ml) was added and the mixture was stirred at RT for 18 h. The solvent was removed in vacuo and water (10 ml) added. The pH was adjusted to pH 5-6 by the addition of 2M hydrochloric acid. The aqueous layer was washed with DCM (3×25 ml). The aqueous layer was loaded onto a SCX SPE cartridge (20 g) and allowed to stand for 15 min. Elution with ethanol (100 ml) followed by 2M ammonia in ethanol (100 ml) gave the title compound (121 mg) as a white solid.

後処理

  1. customThe solvent was removed in vacuo and water (10 ml)
  2. additionadded
  3. additionThe pH was adjusted to pH 5-6 by the addition of 2M hydrochloric acid
  4. washThe aqueous layer was washed with DCM (3×25 ml)
  5. waitto stand for 15 min
  6. washElution with ethanol (100 ml)

出典と根拠

ORDレコード
ord-3ed14cfc045b4114bfbe343a8a5000ba
出典データセット
uspto-grants-2014_02
特許番号
US08658635B2

反応ノート

読み込み中…