1,4-Dioxane → tert-Butyl{3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-6-methoxy-2-methoxypyrazolo[5,1-b][1,3]thiazol-7-yl}carbamate

HRID 41273

反応式

HRID 41273 の反応式
[O:1]1CCOC[CH2:2]1.[C:7]([O:11][C:12](=[O:38])[NH:13][C:14]1[C:15]([O:36][CH3:37])=[N:16][N:17]2[C:21]([C:22]3[C:27]([O:28][CH3:29])=[CH:26][C:25]([CH2:30][O:31][CH3:32])=[CH:24][C:23]=3[O:33][CH3:34])=[C:20](Br)[S:19][C:18]=12)([CH3:10])([CH3:9])[CH3:8].C[Zn]C>CC(C)([P](C(C)(C)C)([Pd][P](C(C)(C)C)(C(C)(C)C)C(C)(C)C)C(C)(C)C)C.CCCCCCC.C(OCC)(=O)C>[C:7]([O:11][C:12](=[O:38])[NH:13][C:14]1[C:15]([O:36][CH3:37])=[N:16][N:17]2[C:21]([C:22]3[C:27]([O:28][CH3:29])=[CH:26][C:25]([CH2:30][O:31][CH3:32])=[CH:24][C:23]=3[O:33][CH3:34])=[C:20]([O:1][CH3:2])[S:19][C:18]=12)([CH3:10])([CH3:9])[CH3:8]

参加物

6

反応物 3

HCID 312751,4-DioxaneHCID 58223388Tert-butyl{2-bromo-3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-6-methoxypyrazolo[5,1-b][1,3]thiazol-7-yl}carbamateHCID 178477796HCID 178477796、化合物

生成物 1

HCID 131730840tert-Butyl{3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-6-methoxy-2-methoxypyrazolo[5,1-b][1,3]thiazol-7-yl}carbamate

試薬・触媒・溶媒 2

HCID 178418851HCID 178418851、化合物触媒HCID 21899848Ethylacetate heptane溶媒

反応条件

温度
60 °C

実験手順

To a dioxane (15 mL) solution of tert-butyl{2-bromo-3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-6-methoxypyrazolo[5,1-b][1,3]thiazol-7-yl}carbamate (323 mg, 0.612 mmol) were added 2M dimethyl zinc (0.612 mL, 1.22 mmol) and bis(tri-tert-butylphosphine)palladium(0) (15.6 mg, 0.031 mmol), and the mixture was heated at 60° C. for one hour. After the reaction was completed, the solvent was directly distilled off under reduced pressure. The residue was purified by silica gel column chromatography (a mixed solvent of n-heptane and ethyl acetate: n-heptane/ethyl acetate=1/1) to obtain the title compound (205 mg, 0.442 mmol).

後処理

  1. distillationthe solvent was directly distilled off under reduced pressure
  2. customThe residue was purified by silica gel column chromatography (a mixed solvent of n-heptane and ethyl acetate

出典と根拠

ORDレコード
ord-191f418fb6ab49d39998070494b19864
出典データセット
uspto-grants-2013_09
特許番号
US08530504B2

関連ノート

読み込み中…