4-Isopropyl-2-(tributylstannyl)thiazole → 4-Isopropyl-2-(6-(4-methoxybenzyloxy)-2-(4-(trifluoromethyl)thiazol-2-yl)pyrimidin-4-yl)thiazole

HRID 530759ノート

反応式

HRID 530759 の反応式
Cl[C:2]1[CH:7]=[C:6]([O:8][CH2:9][C:10]2[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=2)[N:5]=[C:4]([C:18]2[S:19][CH:20]=[C:21]([C:23]([F:26])([F:25])[F:24])[N:22]=2)[N:3]=1.[CH:27]([C:30]1[N:31]=[C:32]([Sn](CCCC)(CCCC)CCCC)[S:33][CH:34]=1)([CH3:29])[CH3:28].COC1C=C(C2SC=C(C(F)(F)F)N=2)N=C(C2SC=C(C)N=2)C=1>C(Cl)Cl>[CH:27]([C:30]1[N:31]=[C:32]([C:2]2[CH:7]=[C:6]([O:8][CH2:9][C:10]3[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=3)[N:5]=[C:4]([C:18]3[S:19][CH:20]=[C:21]([C:23]([F:26])([F:25])[F:24])[N:22]=3)[N:3]=2)[S:33][CH:34]=1)([CH3:29])[CH3:28]

参加物

5

反応物 3

HCID 575787544-Isopropyl-2-(tributylstannyl)thiazoleHCID 582826474-Chloro-6-(4-methoxy-benzyloxy)-2-(4-trifluoromethyl-thiazol-2-yl)pyrimidineHCID 681599974-Methoxy-2-(4-methyl-thiazol-2-yl)-6-(4-trifluoromethyl-thiazol-2-yl)-pyridine

生成物 1

HCID 681600184-Isopropyl-2-(6-(4-methoxybenzyloxy)-2-(4-(trifluoromethyl)thiazol-2-yl)pyrimidin-4-yl)thiazole

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Compound 25 was synthesized from compound 285 (1.87 mmol) and compound 219 (2.43 mmol) as described for compound 22 at a temperature of 110° C. DCM was added and the mixture was washed sequentially with saturated NH4Cl and brine. The organic layer was dried over MgSO4, filtered, and concentrated under reduced pressure. The crude was purified two times by silica gel chromatography (eluent: petroleum ether/EtOAc 5 to 10% and petroleum ether/DCM 20 to 60%) to give compound 25 as a colorless oil in 31% yield.

後処理

  1. washthe mixture was washed sequentially with saturated NH4Cl and brine
  2. dry with materialThe organic layer was dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customThe crude was purified two times by silica gel chromatography (eluent: petroleum ether/EtOAc 5 to 10% and petroleum ether/DCM 20 to 60%)

出典と根拠

ORDレコード
ord-33b8a1b3d38348b7a0b68675be497279
出典データセット
uspto-grants-2016_05
特許番号
US09353100B2

反応ノート

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