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Acetic Acid → 5-Chloro-6-(1-{6-[1-(1-methyl-piperidin-4-yl)-1h-pyrazol-4-yl]-imidazo[1,2-b]pyridazin-3-yl}-ethyl)-quinoline

HRID 69251
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인쇄 미리보기

반응식

HRID 69251 반응식
[Cl:1][C:2]1[C:11]([CH:12]([C:14]2[N:18]3[N:19]=[C:20]([C:23]4[CH:24]=[N:25][N:26]([CH:28]5[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]5)[CH:27]=4)[CH:21]=[CH:22][C:17]3=[N:16][CH:15]=2)[CH3:13])=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[N:7]2.C=O.[C:36]([BH3-])#N.[Na+].C(O)(=O)C>CO>[Cl:1][C:2]1[C:11]([CH:12]([C:14]2[N:18]3[N:19]=[C:20]([C:23]4[CH:24]=[N:25][N:26]([CH:28]5[CH2:29][CH2:30][N:31]([CH3:36])[CH2:32][CH2:33]5)[CH:27]=4)[CH:21]=[CH:22][C:17]3=[N:16][CH:15]=2)[CH3:13])=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[N:7]2
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 712FormaldehydeHCID 5003444Sodium cyanoborohydrideHCID 57917287(Rac)-5-chloro-6-{1-[6-(1-piperidin-4-yl-1h-pyrazol-4-yl)-imidazo[1,2-b]pyridazin-3-yl]-ethyl}-quinoline

생성물 1

HCID 579174695-Chloro-6-(1-{6-[1-(1-methyl-piperidin-4-yl)-1h-pyrazol-4-yl]-imidazo[1,2-b]pyridazin-3-yl}-ethyl)-quinoline

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To (rac)-5-chloro-6-{1-[6-(1-piperidin-4-yl-1H-pyrazol-4-yl)-imidazo[1,2-b]pyridazin-3-yl]-ethyl}-quinoline (131 mg, 0.287 mmol), a 37% aqueous solution of formaldehyde (0.107 mL, 1.434 mmol) and 85% sodium cyanoborohydride (106 mg, 1.434 mmol) in MeOH (5 mL) was added acetic acid to adjust pH at 5-6. The RM was stirred at rt for 2.5 h, filtered and purified by preparative HPLC with acetonitrile and water (+0.1% TFA) to yield the title compound as a white foam (tR 2.29 min (conditions 8), MH+=472).

후처리

  1. filtrationfiltered
  2. custompurified by preparative HPLC with acetonitrile and water (+0.1% TFA)

출처 및 근거

ORD 기록
ord-b51b1ec7c9e34cc7a8688a5088065c90
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08822468B2

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