Diisopropylethylamine → HCID 58362666, compound

HRID 2361525Notes

Reaction equation

HRID 2361525 reaction equation
Br[C:2]1[CH:7]=[CH:6][N:5]2[C:8]3[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=3[N:10]=[C:4]2[N:3]=1.[CH3:15][NH:16][CH2:17][CH2:18][CH2:19][OH:20].C(N(CC)C(C)C)(C)C>O>[N:3]1[C:4]2[N:5]([C:8]3[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=3[N:10]=2)[CH:6]=[CH:7][C:2]=1[N:16]([CH3:15])[CH2:17][CH2:18][CH2:19][OH:20]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 101489863-(Methylamino)-1-propanolHCID 58362356HCID 58362356, compound

Product 1

HCID 58362666HCID 58362666, compoundYield 100.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-Bromobenzo[4,5]imidazo[1,2-a]pyrimidine (0.2 g, 0.806 mmol), 3-(methylamino)propan-1-ol (0.072 g, 0.806 mmol) and N,N-Diisopropylethylamine (0.141 ml, 0.806 mmol) were heated to 100° C. for 10 minutes in a microwave. Let the reaction cool to room temperature. Diluted reaction with water, extracted with ethyl acetate, combined organics, dried, filtered and concentrated to afford crude 3-(benzo[4,5]imidazo[1,2-a]pyrimidin-2-yl(methyl)amino)propan-1-ol (0.207 g, 0.808 mmol, 100% yield).

Workup

  1. additionDiluted
  2. extractionextracted with ethyl acetate
  3. customdried
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-3469f072369441718dd3945da4e06dc4
Source dataset
uspto-grants-2014_04
Patent number
US08691187B2

Reaction notes

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