Pyridine → HCID 59732718, compound

HRID 2276186Notes

Reaction equation

HRID 2276186 reaction equation
[NH2:1][CH2:2][CH2:3][C:4]1[N:5]=[C:6]([NH:9][C:10]([NH:12][C:13]2[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][C:14]=2[C:20]([CH:22]2[CH2:26][CH2:25][CH2:24][CH2:23]2)=[O:21])=[O:11])[S:7][CH:8]=1.[C:27](Cl)(=[O:29])[CH3:28].N1C=CC=CC=1>C(Cl)Cl>[CH:22]1([C:20]([C:14]2[CH:15]=[C:16]([CH3:19])[CH:17]=[CH:18][C:13]=2[NH:12][C:10](=[O:11])[NH:9][C:6]2[S:7][CH:8]=[C:4]([CH2:3][CH2:2][NH:1][C:27](=[O:29])[CH3:28])[N:5]=2)=[O:21])[CH2:23][CH2:24][CH2:25][CH2:26]1

Participants

5

Reactant 3

HCID 1049PyridineHCID 6367Acetyl chlorideHCID 59732818HCID 59732818, compound

Product 1

HCID 59732718HCID 59732718, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 1-[4-(amino-ethyl)-thiazol-2-yl]-3-(2-cyclopentanecarbonyl-4-methyl-phenyl)-urea (0.05 g, 0.13 mmol) in 10 mL DCM at 0° C. was added acetyl chloride (0.02 g, 0.27 mmol) followed by pyridine (0.02 g, 0.21 mmol). After stirring for 3 h, reaction was concentrated and purified by flash chromatography on silica gel with 50% EtOAc/hexane to obtain the product in 64% yield.

Workup

  1. customreaction
  2. concentrationwas concentrated
  3. custompurified by flash chromatography on silica gel with 50% EtOAc/hexane
  4. customto obtain the product in 64% yield

Sources & evidence

ORD record
ord-3c5e22253582458eb67f3a6f7a86f97d
Source dataset
uspto-grants-2015_09
Patent number
USRE045670E1

Reaction notes

Loading…