Sodium hydride → HCID 59276964, compound

HRID 1807431Notes

Reaction equation

HRID 1807431 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][CH2:8][CH2:7]2)([O-:3])=[O:2].[H-].[Na+].Br[C:16]1[N:21]=[CH:20][CH:19]=[CH:18][N:17]=1>CN1CCCC1.C(OCC)C>[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[N:9]([C:16]1[N:21]=[CH:20][CH:19]=[CH:18][N:17]=1)[CH2:8][CH2:7]2)([O-:3])=[O:2]

Participants

6

Reactant 3

HCID 24758Sodium hydrideHCID 362195-NitroindolineHCID 783452-Bromopyrimidine

Product 1

HCID 59276964HCID 59276964, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 84541-MethylpyrrolidineSolvent

Procedure

300 mg 5-nitro-2,3-dihydro-1H-indole are dissolved in 4 ml N-methyl-pyrrolidine. 80 mg NaH (60% suspension in mineral oil) are added and the mixture is stirred for 15 minutes at ambient temperature. Then 380 mg of 2-bromopyrimidine are added and the mixture is then heated to 60° C. for 3 hours. It is then diluted with diethyl ether and washed with dilute citric acid solution and saturated sodium chloride solution. After drying with magnesium sulphate the solvents are eliminated in vacuo.

Workup

  1. temperaturethe mixture is then heated to 60° C. for 3 hours
  2. washwashed with dilute citric acid solution and saturated sodium chloride solution
  3. dry with materialAfter drying with magnesium sulphate the solvents

Sources & evidence

ORD record
ord-e889d9f3075e4e37a5ea96e967d8ba4d
Source dataset
uspto-grants-2013_01
Patent number
US08357689B2

Reaction notes

Loading…