Triethylamine → HCID 59758948, compound

HRID 914365Notes

Reaction equation

HRID 914365 reaction equation
[C:1]([O:5][C:6](=[O:35])[C:7]([S:10][C:11]1[S:12][CH:13]=[C:14]([CH2:16][CH2:17][N:18]([CH2:27][C:28]2[CH:33]=[CH:32][C:31]([NH2:34])=[CH:30][CH:29]=2)[C:19]2[N:24]=[CH:23][C:22]([CH2:25][CH3:26])=[CH:21][N:20]=2)[N:15]=1)([CH3:9])[CH3:8])([CH3:4])([CH3:3])[CH3:2].C(N(CC)CC)C.[C:43](Cl)(=[O:46])[CH2:44][CH3:45]>O1CCCC1>[C:1]([O:5][C:6](=[O:35])[C:7]([S:10][C:11]1[S:12][CH:13]=[C:14]([CH2:16][CH2:17][N:18]([C:19]2[N:24]=[CH:23][C:22]([CH2:25][CH3:26])=[CH:21][N:20]=2)[CH2:27][C:28]2[CH:29]=[CH:30][C:31]([NH:34][C:43](=[O:46])[CH2:44][CH3:45])=[CH:32][CH:33]=2)[N:15]=1)([CH3:8])[CH3:9])([CH3:2])([CH3:3])[CH3:4]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 62324Propionyl chlorideHCID 59758847HCID 59758847, compound

Product 1

HCID 59758948HCID 59758948, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2-[(4-{2-[(4-Aminobenzyl)(5-ethylpyrimidin-2-yl)amino]ethyl}-1,3-thiazol-2-yl)thio]-2-methylpropionic acid tert-butyl ester (120 mg) synthesized in Example 439-2 was dissolved in tetrahydrofuran (2.5 mL), triethylamine (40 mL) and propionyl chloride (22 μL) were added thereto, and the mixture was stirred at room temperature for 30 min. The reaction solution was concentrated under reduced pressure, the residue was directly purified by silica gel chromatography (elution solvent; hexane:ethyl acetate=1:1) to give the title compound (100 mg) as a colorless oil.

Workup

  1. concentrationThe reaction solution was concentrated under reduced pressure
  2. customthe residue was directly purified by silica gel chromatography (elution solvent; hexane:ethyl acetate=1:1)

Sources & evidence

ORD record
ord-ca2834dff37d4901a0b0f92dbe5d948c
Source dataset
uspto-grants-2011_09
Patent number
US08026370B2

Reaction notes

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