Tert-Butylamine → HCID 56614257, compound

HRID 27982Notes

Reaction equation

HRID 27982 reaction equation
C[O:2][C:3]([CH:5]([OH:23])[C@H:6]1[O:10][C@@H:9]([N:11]2[C:20]3[N:19]=[CH:18][N:17]=[C:15]([NH2:16])[C:14]=3[N:13]=[CH:12]2)[C@H:8]([OH:21])[C@@H:7]1[OH:22])=O.[C:24]([NH2:28])([CH3:27])([CH3:26])[CH3:25]>>[C:24]([NH:28][C:3]([CH:5]([OH:23])[C@H:6]1[O:10][C@@H:9]([N:11]2[C:20]3[N:19]=[CH:18][N:17]=[C:15]([NH2:16])[C:14]=3[N:13]=[CH:12]2)[C@H:8]([OH:21])[C@@H:7]1[OH:22])=[O:2])([CH3:27])([CH3:26])[CH3:25]

Participants

3

Reactant 2

HCID 6385Tert-ButylamineHCID 54489690Adenosine-5'-carboxylic acid methyl ester

Product 1

HCID 56614257HCID 56614257, compoundYield 38%

Procedure

5 g of adenosine-5'-carboxylic acid methyl ester are heated together with 100 ml of tert.-butylamine on a streambath until a clear solution is obtained and thereafter the reaction mixture is left to stand for 16 hours at ambient temperature. Excess tert.-butylamine is then distilled off and the residue is mixed with methanol, again evaporated to dryness and the solid residue, after slurrying in cold methanol is filtered off with suction. After recrystallizing twice from a little methanol, there are obtained 2.15 g (38% of theory) of adenosine-5'-carboxylic acid N-tert.-butylamide, which melts, with decomposition, at 279°-280° C.

Workup

  1. customis obtained
  2. waitthe reaction mixture is left
  3. distillationExcess tert.-butylamine is then distilled off
  4. additionthe residue is mixed with methanol
  5. customagain evaporated to dryness
  6. filtrationis filtered off with suction
  7. customAfter recrystallizing twice from a little methanol, there

Sources & evidence

ORD record
ord-628c7d3a1ad94e558bc41b3b4bf34f0f
Source dataset
uspto-grants-1980_09
Patent number
US04224438

Reaction notes

Loading…