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Diisopropylethylamine → Tert-butyl 5-(4-p-tolylthiazol-2-ylcarbamoyl)thiazol-2-ylcarbamate

HRID 1188136
ノート
印刷プレビュー

反応式

HRID 1188136 の反応式
[I-].ClC1C=CC=C[N+]=1C.CCN(C(C)C)C(C)C.[C:19]1([CH3:31])[CH:24]=[CH:23][C:22]([C:25]2[N:26]=[C:27]([NH2:30])[S:28][CH:29]=2)=[CH:21][CH:20]=1.[C:32]([O:36][C:37]([NH:39][C:40]1[S:41][C:42]([C:45](O)=[O:46])=[CH:43][N:44]=1)=[O:38])([CH3:35])([CH3:34])[CH3:33]>CN(C=O)C.CCOC(C)=O>[C:19]1([CH3:31])[CH:20]=[CH:21][C:22]([C:25]2[N:26]=[C:27]([NH:30][C:45]([C:42]3[S:41][C:40]([NH:39][C:37](=[O:38])[O:36][C:32]([CH3:34])([CH3:33])[CH3:35])=[N:44][CH:43]=3)=[O:46])[S:28][CH:29]=2)=[CH:23][CH:24]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 81531DiisopropylethylamineHCID 1670692-Chloro-1-methylpyridinium iodideHCID 2440664-(4-Methylphenyl)-1,3-thiazol-2(3H)-imineHCID 222714422-N-Boc-Amino-Thiazole-5-Carboxylic Acid

生成物 1

HCID 86643475Tert-butyl 5-(4-p-tolylthiazol-2-ylcarbamoyl)thiazol-2-ylcarbamate収率 17%

試薬・触媒・溶媒 2

HCID 6228
Dimethylformamide
溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

2-Chloro-1-methylpyridinium iodide (0.47 g, 1.84 mmol), DIEA (0.44 mL, 2.5 mmol) and 4-p-tolylthiazol-2-amine (0.24 g, 1.23 mmol) were added to a solution of 2-(tert-butoxycarbonylamino)thiazole-5-carboxylic acid (0.30 g, 1.23 mmol) in DMF (5 mL). The resulting solution was stirred at RT until completion of the reaction. Then the reaction mixture was diluted with AcOEt, washed with water, dried with Na2SO4 and concentrated. The crude product was purified by column (100% AcOEt), yielding tert-butyl 5-(4-p-tolylthiazol-2-ylcarbamoyl)thiazol-2-ylcarbamate (80 mg, 17%) as a solid.

後処理

  1. washwashed with water
  2. dry with materialdried with Na2SO4
  3. concentrationconcentrated
  4. customThe crude product was purified by column (100% AcOEt)

出典と根拠

ORDレコード
ord-2155fc60129447a88b026887a534213b
出典データセット
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08673940B2

反応ノート

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