1-Hydroxybenzotriazole → N-(4-hydroxybenzyl)-3-oxo-6-pyridin-4-yl-2,3-dihydropyridazine-4-carboxamide

HRID 970184

反応式

[O:1]=[C:2]1[C:7]([C:8]([NH:10][CH2:11][CH2:12][C:13](OCC)=O)=[O:9])=[CH:6][C:5]([C:18]2[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=2)=[N:4][NH:3]1.O=[C:25]1[C:30]([C:31]([OH:33])=O)=CC(C2C=CN=CC=2)=NN1.ON1C2C=CC=C[C:44]=2N=N1.C(N(CC)C(C)C)(C)C.F[P-](F)(F)(F)(F)F.N1(OC(N(C)C)=[N+](C)C)C2N=CC=CC=2N=N1>CN(C)C=O>[OH:33][C:31]1[CH:44]=[CH:13][C:12]([CH2:11][NH:10][C:8]([C:7]2[C:2](=[O:1])[NH:3][N:4]=[C:5]([C:18]3[CH:19]=[CH:20][N:21]=[CH:22][CH:23]=3)[CH:6]=2)=[O:9])=[CH:25][CH:30]=1

参加物

実験手順

Working as in example 13 for the preparation of ethyl 3-[(3-oxo-6-pyridin-4-yl-2,3-dihydropyridazine-4-carbonyl)amino]propionate, but starting with 0.6 g of 3-oxo-6-pyridin-4-yl-2,3-dihydropyridazine-4-carboxylic acid, 60 cm3 of N,N-dimethylformamide, 0.466 g of 1-hydroxybenzotriazole, 0.91 g of (trimethylsilyl)-2-ethoxymethoxy-4-benzylamine, 0.6 cm3 of N,N-diisopropylethylamine and 1.31 g of O-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate, and after purification by high performance liquid chromatography on a 100×30 mm HyPURITY® 5 μm column, eluting with a mixture increasing from 25% to 95% of acetonitrile/water (containing 0.05% trifluoroacetic acid), 0.16 g of N-(4-hydroxybenzyl)-3-oxo-6-pyridin-4-yl-2,3-dihydropyridazine-4-carboxamide was obtained in the form of a cream-colored solid melting at a temperature above 260° C.

後処理

customafter purification by high performance liquid chromatography on a 100×30 mm HyPURITY® 5 μm column
washeluting with a mixture
temperatureincreasing from 25% to 95% of acetonitrile/water (containing 0.05% trifluoroacetic acid)

出典と根拠

ORDレコード: ord-b71d499db4434b0a801f9307398b3416
出典データセット: uspto-grants-2007_12
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US07309701B2

反応式

参加物

反応物 5

生成物 1

試薬・触媒・溶媒 1

実験手順

後処理

出典と根拠

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