Methylamine → HCID 22876586, compound

HRID 1378256Notes

Reaction equation

HRID 1378256 reaction equation
CN.[O:3]=[C:4]1[N:10]2[CH2:11][CH2:12][C@H:9]2[C:8]2=[C:13]([C:16]3[O:20][C:19]([CH2:21][N:22]4C(=O)C5C(=CC=CC=5)C4=O)=[N:18][N:17]=3)[N:14]=[CH:15][N:7]2[C:6]2[CH:33]=[CH:34][S:35][C:5]1=2>C(O)C>[NH2:22][CH2:21][C:19]1[O:20][C:16]([C:13]2[N:14]=[CH:15][N:7]3[C:6]4[CH:33]=[CH:34][S:35][C:5]=4[C:4](=[O:3])[N:10]4[CH2:11][CH2:12][C@H:9]4[C:8]=23)=[N:17][N:18]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 54237731HCID 54237731, compound

Product 1

HCID 22876586HCID 22876586, compoundYield 66.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

30 ml of methylamine (33% in ethanol) were added dropwise at 70° to a suspension of 2.5 g (5.4 mmol) of (S)-2-[5-(8-oxo-11,11a-dihydro-8H,10H-azeto[1,2-a]imidazo[5,1-c]thieno[3,2-e][1,4]diazepin-1-yl)-1,3,4-oxadiazol-2-ylmethyl]-2,3-dihydro-1H-isoindole-1,3-dione in 30 ml of ethanol and the mixture was stirred at 70° for one hour. The precipitate obtained was filtered off while hot and the yellowish powder obtained was washed colourless with ethanol. There were obtained 1.18 g (66%) of (S)-1-(5-aminomethyl-1,3,4-oxadiazol-2-yl)-11,11a-dihydro-8H,10H-azeto[1,2-a]imidazo[5,1-c]thieno[3,2-e][1,4]-diazepin-8-one as a colourless powder of m.p. 233°-235°.

Workup

  1. customThe precipitate obtained
  2. filtrationwas filtered off while hot and the yellowish powder
  3. customobtained
  4. washwas washed colourless with ethanol

Sources & evidence

ORD record
ord-67c7f9bb90a3405c9d0f30664cce016f
Source dataset
uspto-grants-1997_09
Patent number
US05665718

Reaction notes

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