Carbamate → HCID 68752163、化合物

HRID 624290ノート

反応式

HRID 624290 の反応式
[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]

参加物

9

反応物 6

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

生成物 1

HCID 68752163HCID 68752163、化合物

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ebb8fbd01e77457496f72ccdaebf6325
出典データセット
uspto-grants-2016_04
特許番号
US09302989B2

反応ノート

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