3-Furoic acid → HCID 178461996、化合物

HRID 46160

反応式

HRID 46160 の反応式
[CH:1]1([NH:4][CH2:5][CH2:6][CH2:7][C:8]2([CH3:27])[S:12][C:11]([NH:13][C@H:14]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[C:22]([F:25])([F:24])[F:23])[CH3:15])=[N:10][C:9]2=[O:26])[CH2:3][CH2:2]1.[O:28]1[CH:32]=[CH:31][C:30]([C:33](O)=[O:34])=[CH:29]1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C(N(CC)C(C)C)(C)C>CN(C=O)C>[CH:1]1([N:4]([CH2:5][CH2:6][CH2:7][C:8]2([CH3:27])[S:12][C:11]([NH:13][C@H:14]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[C:22]([F:23])([F:25])[F:24])[CH3:15])=[N:10][C:9]2=[O:26])[C:33]([C:30]2[CH:31]=[CH:32][O:28][CH:29]=2)=[O:34])[CH2:2][CH2:3]1

参加物

6

反応物 4

HCID 102683-Furoic acidHCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 178461995HCID 178461995、化合物

生成物 1

HCID 178461996HCID 178461996、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

The mixture of 5-(3-(cyclopropylamino)propyl)-5-methyl-2-((S)-1-(2-(trifluoromethyl)-phenyl)ethylamino)thiazol-4(5H)-one (0.106 g, 0.265 mmol), 3-furoic acid (0.0297 g, 0.265 mmol), TBTU (0.0895 g, 0.279 mmol), and N,N-diisopropylethylamine (0.0555 ml, 0.318 mmol) in DMF (3.0 mL) was stirred at ambient temp. overnight. The mixture was partitioned between EtOAc and Na2CO3 (aq), and the combined organic portions were washed with brine. The solvents were removed in vacuo, and the residue was purified by flash column chromatography (0 to 100% of EtOAc in hexanes) to give the title compound as a white solid. MS m/z: 494.1 (M+H)+.

後処理

  1. customThe mixture was partitioned between EtOAc and Na2CO3 (aq)
  2. washthe combined organic portions were washed with brine
  3. customThe solvents were removed in vacuo
  4. customthe residue was purified by flash column chromatography (0 to 100% of EtOAc in hexanes)

出典と根拠

ORDレコード
ord-3ffbf3b2e5b44cd2845d9281c95246be
出典データセット
uspto-grants-2013_09
特許番号
US08541592B2

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