Triethylamine → HCID 178456702, compound

HRID 570952Notes

Reaction equation

HRID 570952 reaction equation
[CH3:1][O:2][C:3](=[O:6])[CH2:4][NH2:5].C(N(CC)CC)C.[IH:14].[O:15]=[C:16]1[N:21]([CH2:22][C:23]#[CH:24])[N:20]=[N:19][C:18]2=[C:25]([C:28](SC)=[NH:29])[N:26]=[CH:27][N:17]12>CC#N>[IH:14].[CH3:1][O:2][C:3](=[O:6])[CH2:4][NH:5][C:28]([C:25]1[N:26]=[CH:27][N:17]2[C:16](=[O:15])[N:21]([CH2:22][C:23]#[CH:24])[N:20]=[N:19][C:18]=12)=[NH:29]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 69221Glycine methyl esterHCID 86663789Methyl 4-oxo-3-(prop-2-ynyl)-3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazine-8-carbimidothioate hydroiodide

Product 1

HCID 178456702HCID 178456702, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Glycine methyl ester (0.14 mmol) was suspended in dry MeCN (1 mL). Triethylamine (0.14 mmol) was added and the solution stirred for 10 minutes. Methyl 4-oxo-3-(prop-2-ynyl)-3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazine-8-carbimidothioate hydroiodide (0.13 mmol) was then added and the reaction stirred at room temperature for 2 hours. The resulting precipitate was then filtered and washed with MeCN and ether. δH (DMSO-d6) 9.70 (2H, bs), 9.22 (1H, s), 5.76 (1H, s), 5.24 (2H, d, J=2.4), 4.45 (2H, s), 3.74 (3H, s), 3.60 (1H, t, J=2.4).

Workup

  1. stirringthe reaction stirred at room temperature for 2 hours
  2. filtrationThe resulting precipitate was then filtered
  3. washwashed with MeCN and ether

Sources & evidence

ORD record
ord-78cea099be5a414ea56d72ae158e9a64
Source dataset
uspto-grants-2015_05
Patent number
US09024018B2

Reaction notes

Loading…