Sodium hydride → HCID 11362985、化合物

HRID 1296547ノート

反応式

HRID 1296547 の反応式
[H-].[Na+].[N:3]1([CH2:8][CH2:9][CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][CH:13]=2)[CH:7]=[CH:6][N:5]=[N:4]1.[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([CH:26]=[CH:27][C:28]2[O:29][CH:30]=[C:31]([CH2:33]Cl)[N:32]=2)=[C:22]([F:35])[CH:21]=1>CN(C)C=O>[Cl:19][C:20]1[CH:25]=[CH:24][C:23](/[CH:26]=[CH:27]/[C:28]2[O:29][CH:30]=[C:31]([CH2:33][O:18][C:15]3[CH:14]=[CH:13][C:12]([CH2:11][CH2:10][CH2:9][CH2:8][N:3]4[CH:7]=[CH:6][N:5]=[N:4]4)=[CH:17][CH:16]=3)[N:32]=2)=[C:22]([F:35])[CH:21]=1

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 121094944-(4-[1,2,3]Triazol-1-yl-butyl)phenolHCID 691129852-[2-(4-Chloro-2-fluoro-phenyl)-vinyl]-4-chloromethyl-oxazole

生成物 1

HCID 11362985HCID 11362985、化合物収率 77.3%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

1H-NMR(400 MHz, D6-DMSO): δ=6.72(d, 1H, 1′-H), 7.35(d, 1H, 5″-H), 7.44(d, 1H, 2′-H), 7.50(d, 1H, 3″-H), 7.95(dd, 1H, 6″-H), 8.21(s, 1H, 5-H-oxazole). 26 mg (1.0 mmol) of 95% sodium hydride were given at 0° C. to a solution of 217 mg (1.00 mmol) 4-(4-[1,2,3]triazol-1-yl-butyl)-phenol in 2.0 ml N,N-dimethyl formamide and stirred for 30 min. 272 mg (1.00 mmol) 2-[2-(4-Chloro-2-fluoro-phenyl)-vinyl]-4-chloromethyl-oxazole dissolved in 1.0 ml N,N-dimethyl formamide were added at 0° C., stirring continued at 0° C. for 1 h and 12 h at room temperature thereafter. The mixture was quenched by 6 ml water, stirred for 1 h and the precipitate isolated by filtration. After washing with water, three times with cold ether and drying at 40° C. in vacuo, 350 mg (77%) 1-[4-(4-{2-[2-(E)-(4-chloro-2-fluoro-phenyl)-vinyl]-oxazol-4-ylmethoxy}-phenyl)-butyl]-1H-[1,2,3]triazole were obtained.

後処理

  1. additionwere added at 0° C.
  2. stirringstirring
  3. waitcontinued at 0° C. for 1 h and 12 h at room temperature
  4. customThe mixture was quenched by 6 ml water
  5. stirringstirred for 1 h
  6. customthe precipitate isolated by filtration
  7. washAfter washing with water, three times with cold ether
  8. customdrying at 40° C. in vacuo

出典と根拠

ORDレコード
ord-2e7a57b587054899990304291230c480
出典データセット
uspto-grants-2007_07
特許番号
US07247649B2

反応ノート

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