Methylamine → HCID 53978775, compound

HRID 1378253Notes

Reaction equation

HRID 1378253 reaction equation
CN.[O:3]=[C:4]1[N:10]2[CH2:11][CH2:12][CH2:13][C@H:9]2[C:8]2=[C:14]([C:17]3[O:21][C:20]([CH2:22][N:23]4C(=O)C5C(=CC=CC=5)C4=O)=[N:19][N:18]=3)[N:15]=[CH:16][N:7]2[C:6]2[CH:34]=[CH:35][S:36][C:5]1=2>C(O)C>[NH2:23][CH2:22][C:20]1[O:21][C:17]([C:14]2[N:15]=[CH:16][N:7]3[C:6]4[CH:34]=[CH:35][S:36][C:5]=4[C:4](=[O:3])[N:10]4[CH2:11][CH2:12][CH2:13][C@H:9]4[C:8]=23)=[N:18][N:19]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 22876609HCID 22876609, compound

Product 1

HCID 53978775HCID 53978775, compoundYield 68%

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 (5.3 mmol) of (S)-2-[5-(8-oxo-10,11,12,12a-tetrahydro-8H-imidazo[5,1-c]pyrrolo[1,2-a]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 1.23 g (68%) of (S)-1-(5-aminomethyl-1,3,4-oxadiazol-2-yl)-10,11,12,12a-tetrahydro-8H-imidazo[5,1-c]pyrrolo[1,2-a]thieno[3,2-e]-[1,4]diazepin-8-one as a colourless powder of m.p. 214°-216°.

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-27ff086263d0474380ae09f33b0fd483
Source dataset
uspto-grants-1997_09
Patent number
US05665718

Reaction notes

Loading…