Boron tribromide → HCID 178515837, 화합물

HRID 69172노트

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HRID 69172 반응식
B(Br)(Br)Br.C[O:6][C:7]1[N:12]=[CH:11][C:10]([C:13]2[CH:14]=[CH:15][C:16]3[N:17]([C:19]([CH2:22][C:23]4[CH:24]=[C:25]5[C:30](=[CH:31][CH:32]=4)[N:29]=[CH:28][CH:27]=[CH:26]5)=[CH:20][N:21]=3)[N:18]=2)=[CH:9][CH:8]=1>C(Cl)Cl>[N:29]1[C:30]2[C:25](=[CH:24][C:23]([CH2:22][C:19]3[N:17]4[N:18]=[C:13]([C:10]5[CH:9]=[CH:8][C:7]([OH:6])=[N:12][CH:11]=5)[CH:14]=[CH:15][C:16]4=[N:21][CH:20]=3)=[CH:32][CH:31]=2)[CH:26]=[CH:27][CH:28]=1

참가 물질

4

반응물 2

HCID 25134Boron tribromideHCID 442081346-[6-(6-Methoxypyridin-3-yl)-imidazo[1,2-b]pyridazin-3-ylmethyl]-quinoline

생성물 1

HCID 178515837HCID 178515837, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
-78 °C

실험 절차

Boron tribromide (1364 mg, 5.44 mmol) was added to a suspension of 6-[6-(6-Methoxypyridin-3-yl)-imidazo[1,2-b]pyridazin-3-ylmethyl]-quinoline (Example 62, 200 mg, 0.544 mmol) in DCM (5 mL) at −78° C. The RM was stirred at −78° C. for 15 min and then allowed to reach rt. It was then stirred at rt for 68 h. The RM was filtered and the obtained solid was purified by reverse phase chromatography (water 0.1% TFA/acetonitrile +0.1% TFA). The resulting oil precipitated in TBME/MeOH to afford the title compound as a white powder (tR 4.21 min (conditions 4), MH+=354.3, 1H-NMR in DMSO-d6: 9.00 (m, 1H); 8.58 (m, 1H); 8.31 (m, 2H); 8.19 (dd, 1H); 8.05 (m, 4H); 7.92 (dd, 1H); 7.70 (dd, 1H); 6.54 (d, 1H); 4.65 (s, 2H)).

후처리

  1. customto reach rt
  2. stirringIt was then stirred at rt for 68 h
  3. filtrationThe RM was filtered
  4. customthe obtained solid was purified by reverse phase chromatography (water 0.1% TFA/acetonitrile +0.1% TFA)
  5. customThe resulting oil precipitated in TBME/MeOH

출처 및 근거

ORD 기록
ord-f9acde036acc428896a602e197ba51f8
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822468B2

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