反応式
Cl.C([O:4][C:5](=[O:24])[CH2:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][C:9]=1[CH:15]1[C:20]2[S:21][CH:22]=[N:23][C:19]=2[CH2:18][CH2:17][NH:16]1)C.CCN(CC)CC.[CH3:32][O:33][C:34]1[CH:43]=[CH:42][CH:41]=[CH:40][C:35]=1[CH2:36][N:37]=[C:38]=[S:39].[OH-].[Na+]>CC#N.C(O)=O>[Cl:14][C:11]1[CH:12]=[CH:13][C:8]([O:7][CH2:6][C:5]([OH:4])=[O:24])=[C:9]([CH:15]2[C:20]3[S:21][CH:22]=[N:23][C:19]=3[CH2:18][CH2:17][N:16]2[C:38](=[S:39])[NH:37][CH2:36][C:35]2[CH:40]=[CH:41][CH:42]=[CH:43][C:34]=2[O:33][CH3:32])[CH:10]=1参加物
7
反応物 4
生成物 1
試薬・触媒・溶媒 2
実験手順
To a solution of (±)-[4-chloro-2-(4,5,6,7-tetrahydro-thiazolo[5,4-c]pyridin-4-yl)-phenoxy]-acetic acid ethyl ester hydrochloride (50 mg, 0.13 mmol, 1.00 eq.) and NEt3 (54 μL, 0.39 mmol, 3.00 eq.) in MeCN (1 mL), 2-methoxybenzyl isothiocyanate (24 mg, 0.14 mmol, 1.05 eq.) in MeCN (1 mL) was added. The mixture was stirred at r.t. for 18 hours. 1M aq. NaOH (0.5 mL) was added. The mixture was stirred at r.t. for 18 hours. The solution was neutralized with formic acid, purified by prep. HPLC (column: Atlantis, 30×75 mm, 10 um, UV/MS, acidic conditions), and concentrated in vacuo to give the desired acid as a white solid.
後処理
- stirringThe mixture was stirred at r.t. for 18 hours
- custompurified by prep
- concentrationHPLC (column: Atlantis, 30×75 mm, 10 um, UV/MS, acidic conditions), and concentrated in vacuo
出典と根拠
- ORDレコード
- ord-c0b01d7c0be74736aacdc50b232042f4
- 出典データセット
- uspto-grants-2015_10
- 特許番号
- US09169270B2
関連ノート
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