Diisopropylethylamine → HCID 178451393, compound

HRID 1931395Notes

Reaction equation

HRID 1931395 reaction equation
Br.Br[CH2:3][C:4]([C:6]1[CH:7]=[N:8][CH:9]=[CH:10][CH:11]=1)=O.Br.[C:13]([O:17][C:18](=[O:24])[CH2:19][S:20][C:21](=[NH:23])[NH2:22])([CH3:16])([CH3:15])[CH3:14].C(N(C(C)C)CC)(C)C>C(#N)C>[C:13]([O:17][C:18](=[O:24])[CH2:19][S:20][C:21]1[NH:23][CH:3]=[C:4]([C:6]2[CH:7]=[N:8][CH:9]=[CH:10][CH:11]=2)[N:22]=1)([CH3:16])([CH3:14])[CH3:15]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 27762343-(2-Bromoacetyl)pyridine hydrobromideHCID 86638122HCID 86638122, compound

Product 1

HCID 178451393HCID 178451393, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

150 mg (0.534 mmol) 2-Bromo-1-(pyridin-3-yl)-ethanone hydrobromide, 144.8 mg (0.534 mmol) of carbamimidoylsulfanyl-acetic acid tert-butyl ester hydrobromide and 207 mg (1.6 mmol) of diisopropylethylamine in 5 ml of acetonitrile were stirred at room temperature for 3 h. After evaporation, water and dichloromethane were added, the organic phase was separated, washed with water, dried, evaporated, and the product was purified by RP18 chromatography. Yield: 34 mg.

Workup

  1. customAfter evaporation, water and dichloromethane
  2. additionwere added
  3. customthe organic phase was separated
  4. washwashed with water
  5. customdried
  6. customevaporated
  7. customthe product was purified by RP18 chromatography

Sources & evidence

ORD record
ord-9e21bff0db4440f58ca1dc63b83b590b
Source dataset
uspto-grants-2012_05
Patent number
US08188291B2

Reaction notes

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