Carbamate → HCID 68752163, 화합물

HRID 624290노트

반응식

HRID 624290 반응식
[NH2:1][C:2]1[N:7]=[N:6][C:5]([C:8]([O:10][CH3:11])=[O:9])=[CH:4][CH:3]=1.N1C=CC=CC=1.[C:18](Cl)(=O)[O:19]C1C=CC([N+]([O-])=O)=CC=1.Cl.Cl.[CH2:33]1[C:41]2[CH:40]=[CH:39][N:38]=[CH:37][C:36]=2[CH2:35][NH:34]1.C(C(C(C)C)(C(C)C)CN)(C)C.C(=O)([O-])N>ClCCl.CN(C)C=O>[CH2:33]1[C:41]2[CH:40]=[CH:39][N:38]=[CH:37][C:36]=2[CH2:35][N:34]1[C:18]([NH:1][C:2]1[N:7]=[N:6][C:5]([C:8]([O:10][CH3:11])=[O:9])=[CH:4][CH:3]=1)=[O:19]

참가 물질

9

반응물 6

HCID 276CarbamateHCID 1049PyridineHCID 821294-Nitrophenyl chloroformateHCID 437068HCID 437068, 화합물HCID 14536428Methyl 6-aminopyridazine-3-carboxylateHCID 189536442,3-Dihydro-1H-pyrrolo[3,4-c]pyridine--hydrogen chloride (1/2)

생성물 1

HCID 68752163HCID 68752163, 화합물

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 6344Dichloromethane용매2회

실험 절차

Methyl 6-aminopyridazine-3-carboxylate (2 g, 13.06 mmol) was suspended in dichloromethane (50 ml) followed by addition of dry pyridine (1.265 ml, 15.67 mmol) under nitrogen. To this suspension was added a dichloromethane solution of 4-nitrophenyl carbonochloridate (2.99 g, 14.37 mmol) via syringe at ambient temperature. The mixture was stirred overnight to give a suspension that was concentrated to half volume under a stream of nitrogen. 2,3-Dihydro-1H-pyrrolo[3,4-c]pyridine, dihydrochloride (2.52 g, 13.06 mmol) was dissolved in 30 ml dimethylformamide with triisopropylethylamine (6.84 ml, 39.2 mmol) and added to the carbamate mixture via syringe. After stirring the mixture overnight and removing most of the solvent under vacuum, water was added; and the resulting suspension was stirred for 30 minutes and filtered to give a solid which was washed with water. Flash chromatography of the dried solid gave the title compound.

후처리

  1. customto give a suspension that
  2. concentrationwas concentrated to half volume under a stream of nitrogen
  3. stirringAfter stirring the mixture overnight
  4. customremoving most of the solvent under vacuum, water
  5. additionwas added
  6. stirringand the resulting suspension was stirred for 30 minutes
  7. filtrationfiltered
  8. customto give a solid which
  9. washwas washed with water

출처 및 근거

ORD 기록
ord-ebb8fbd01e77457496f72ccdaebf6325
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09302989B2

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