Sodium Nitrite → (6-phenyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methyl-1H-[1,2,3]triazolo[4,5-c]pyridine

HRID 1511273노트

반응식

HRID 1511273 반응식
[C:1]1([C:7]2[CH:8]=[CH:9][C:10]3[N:11]([C:13]([CH2:16][NH:17][C:18]4[CH:23]=[CH:22][N:21]=[CH:20][C:19]=4[NH2:24])=[N:14][N:15]=3)[N:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[N:25]([O-])=O.[Na+]>CC(O)=O.O>[C:1]1([C:7]2[CH:8]=[CH:9][C:10]3[N:11]([C:13]([CH2:16][N:17]4[C:18]5[CH:23]=[CH:22][N:21]=[CH:20][C:19]=5[N:24]=[N:25]4)=[N:14][N:15]=3)[N:12]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

5

반응물 2

HCID 23668193Sodium NitriteHCID 67503473N4-((6-phenyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methyl)pyridine-3,4-diamine

생성물 1

HCID 57690935(6-phenyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methyl-1H-[1,2,3]triazolo[4,5-c]pyridine

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 962Water용매

실험 절차

To a solution of N4-((6-phenyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methyl)pyridine-3,4-diamine (0.0640 g, 0.202 mmol) in HOAc (5 mL) was added sodium nitrite (0.0153 g, 0.222 mmol) in water (2 mL). Stirred for 1 h. Concentrated. Took up in DMSO and purified on RPHPLC. Took fractions containing product and made basic with 91 sodium carbonate and removed volatiles in vacuo. Product crashed out and was isolated by filtration. MS m/z=329.2[M+1]+. Calc'd for C17H12N8: 328.3.

후처리

  1. concentrationConcentrated
  2. custompurified on RPHPLC
  3. additionTook fractions containing product
  4. customremoved volatiles in vacuo
  5. customwas isolated by filtration

출처 및 근거

ORD 기록
ord-e0fa9c7c04de480db4ea259fa3106b61
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08212041B2

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