Sodium Bicarbonate → 3-Oxa-8-azabicyclo[3.2.1]oct-8-yl(8-(1,3-oxazol-5-yl)-6-(trifluoromethyl)imidazo[1,2-a]pyridin-3-yl)methanone
反応式
[O:1]1[C:5]([C:6]2[C:7]3[N:8]([C:16]([C:19]([OH:21])=O)=[CH:17][N:18]=3)[CH:9]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:11]=2)=[CH:4][N:3]=[CH:2]1.F[P-](F)(F)(F)(F)F.C(C(=NO[C+](N(C)C)N1CCOCC1)C(OCC)=O)#N.Cl.[CH:50]12[NH:57][CH:54]([CH2:55][CH2:56]1)[CH2:53][O:52][CH2:51]2.C(=O)(O)[O-].[Na+]>CN(C=O)C.C(N(CC)CC)C>[CH:54]12[N:57]([C:19]([C:16]3[N:8]4[CH:9]=[C:10]([C:12]([F:13])([F:14])[F:15])[CH:11]=[C:6]([C:5]5[O:1][CH:2]=[N:3][CH:4]=5)[C:7]4=[N:18][CH:17]=3)=[O:21])[CH:50]([CH2:56][CH2:55]1)[CH2:51][O:52][CH2:53]2参加物
7
反応物 4
生成物 1
試薬・触媒・溶媒 2
実験手順
To a mixture of 8-(1,3-oxazol-5-yl)-6-(trifluoromethyl)imidazo[1,2-a]pyridine-3-carboxylic acid (80 g), triethylamine (113 mL) and DMF (2000 mL) were added (1-cyano-2-ethoxy-2-oxoethylideneaminooxy)dimethylamino-morpholino-carbenium hexafluorophosphate (127 g) and 3-oxa-8-azabicyclo[3.2.1]octane hydrochloride (42.3 g) at 0° C., and the mixture was stirred at room temperature for 1 hr. To the reaction mixture was added saturated aqueous sodium bicarbonate solution at 0° C. The obtained solid was collected by filtration, and washed with saturated aqueous sodium bicarbonate solution, water, ethanol and methyl tert-butyl ether to give the title compound (104 g).
後処理
- filtrationThe obtained solid was collected by filtration
- washwashed with saturated aqueous sodium bicarbonate solution, water, ethanol and methyl tert-butyl ether
出典と根拠
- ORDレコード
- ord-13d0acf4265a4864b296c714245693bb
- 出典データセット
- uspto-grants-2016_03
- 特許番号
- US09296746B2
反応ノート
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