Tetrahydrofuran → HCID 53689271, compound

HRID 1464306Notes

Reaction equation

HRID 1464306 reaction equation
C1COCC1.[CH2:6]([N:10]=[C:11]=[O:12])[CH2:7][CH2:8][CH3:9].[N:13]1([C:19]2[N:20]=[CH:21][C:22]3[CH2:27][C:26](=[O:28])[N:25]([CH3:29])[C:23]=3[N:24]=2)[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1>C(N(CC)CC)C>[CH2:6]([NH:10][C:11]([CH:14]1[CH2:15][NH:16][CH2:17][CH2:18][N:13]1[C:19]1[N:20]=[CH:21][C:22]2[CH2:27][C:26](=[O:28])[N:25]([CH3:29])[C:23]=2[N:24]=1)=[O:12])[CH2:7][CH2:8][CH3:9]

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 8110Butyl isocyanateHCID 13784154HCID 13784154, compound

Product 1

HCID 53689271HCID 53689271, compoundYield 21.1%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

THF (30 ml), 1 ml of triethylamine and 0.43 g (4.34 mmoles) of n-butyl isocyanate were added to 0.5 g (2.14 mmoles) of 2-piperazino-5,6-dihydro-7-methyl-6-oxo(7H)pyrrolo[2,3-d]pyrimidine, and the mixture was stirred at room temperature for 3 hours. It was concentrated under reduced pressure, and after addition of water, extracted with chloroform. The chloroform layer was concentrated under reduced pressure, and the residue purified by silica gel column chromatography to give 0.15 g (yield 21%) of the desired product.

Workup

  1. concentrationIt was concentrated under reduced pressure
  2. additionafter addition of water
  3. extractionextracted with chloroform
  4. concentrationThe chloroform layer was concentrated under reduced pressure
  5. customthe residue purified by silica gel column chromatography

Sources & evidence

ORD record
ord-6df735f72fad4efbb3f575403c263740
Source dataset
uspto-grants-1994_04
Patent number
US05304555

Reaction notes

Loading…