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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
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HRID 41273 반응식
[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]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 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, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 178418851
HCID 178418851, 화합물
촉매
HCID 21899848Ethylacetate heptane용매

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온도
60 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-191f418fb6ab49d39998070494b19864
출처 데이터셋
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08530504B2

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