Bromine → 5-(5-Bromo-2-(4-fluorophenyl)thiazol-4-yl)-3-methoxypyridin-2-amine

HRID 538428

반응식

HRID 538428 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][CH:10]=[C:11]([C:13]3[CH:14]=[C:15]([O:20][CH3:21])[C:16]([NH2:19])=[N:17][CH:18]=3)[N:12]=2)=[CH:4][CH:3]=1.[Br:22]Br>C(Cl)(Cl)Cl>[Br:22][C:10]1[S:9][C:8]([C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=2)=[N:12][C:11]=1[C:13]1[CH:14]=[C:15]([O:20][CH3:21])[C:16]([NH2:19])=[N:17][CH:18]=1

참가 물질

4

반응물 2

HCID 24408BromineHCID 665909545-(2-(4-Fluorophenyl)thiazol-4-yl)-3-methoxypyridin-2-amine

생성물 1

HCID 665911925-(5-Bromo-2-(4-fluorophenyl)thiazol-4-yl)-3-methoxypyridin-2-amine수율 76.6%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

To a solution of 5-(2-(4-fluorophenyl)thiazol-4-yl)-3-methoxypyridin-2-amine (68 mg, 0.23 mmol) in chloroform (3.6 mL) at 0° C. was added a solution of bromine (2.0 M in CHCl3, 0.17 mL, 0.34 mmol). The reaction was stirred at rt for 6-10 min and concentrated in vacuo. The resulting residue was azeotroped with 5% methanol in DCM solution (5 mL) and purified by prep TLC (SiO2, 1.0 mm, 95:5 DCM-methanol) to give 67 mg of 5-(5-bromo-2-(4-fluorophenyl)thiazol-4-yl)-3-methoxypyridin-2-amine was isolated as a tan solid: LCMS (m/z): 380.0 (MH+), tR=0.85 min.

후처리

  1. concentrationconcentrated in vacuo
  2. customThe resulting residue was azeotroped with 5% methanol in DCM solution (5 mL)
  3. custompurified by prep TLC (SiO2, 1.0 mm, 95:5 DCM-methanol)

출처 및 근거

ORD 기록
ord-7813d0220a3a4d9d888f8259d1937c63
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08865732B2

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