Sodium Bicarbonate → HCID 21914973, compound

HRID 2117925Notes

Reaction equation

HRID 2117925 reaction equation
Cl.[NH2:2][C:3](=[NH:22])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH2:12][C:13]2[N:14]=[C:15]([NH:18][C:19](=[O:21])[CH3:20])[S:16][CH:17]=2)=[CH:7][CH:6]=1.C([O-])(O)=O.[Na+]>O.CC#N>[NH2:22][C:3](=[NH:2])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH2:12][C:13]2[N:14]=[C:15]([NH:18][C:19](=[O:21])[CH3:20])[S:16][CH:17]=2)=[CH:7][CH:6]=1

Participants

5

Reactant 2

HCID 516892Sodium BicarbonateHCID 21915108HCID 21915108, compound

Product 1

HCID 21914973HCID 21914973, compoundYield 43.5%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

N-(4-{2-[4-(2-Amino-2-iminoethyl)phenyl]ethyl}-1,3-thiazol-2-yl)acetamide hydrochloride (67 mg) was dissolved in water (1 ml) and CH3CN (1 ml). The solution was made basic (pH=8) with saturated NaHCO3, and concentrated in vacuo. The residue was purified by preparative NH silica gel chromatography with CH3CN/water (7:3) as an eluent to give N-(4-{2-[4-(2-amino-2-iminoethyl)phenyl]ethyl}-1,3-thiazol-2-yl)acetamide (26 mg) as an off-white amorphous substance.

Workup

  1. concentrationconcentrated in vacuo
  2. customThe residue was purified by preparative NH silica gel chromatography with CH3CN/water (7:3) as an eluent

Sources & evidence

ORD record
ord-c69c432a1abb431a9d552bb97e8d9133
Source dataset
uspto-grants-2008_10
Patent number
US07442715B2

Reaction notes

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