Triethylamine → 5-(4-Chlorobutylthio)-2-methylimidazo[1,2-a]pyridine

Reaction equation

[SH:1][C:2]1[N:7]2[CH:8]=[C:9]([CH3:11])[N:10]=[C:6]2[CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.Br[CH2:20][CH2:21][CH2:22][CH2:23][Cl:24]>>[Cl:24][CH2:23][CH2:22][CH2:21][CH2:20][S:1][C:2]1[N:7]2[CH:8]=[C:9]([CH3:11])[N:10]=[C:6]2[CH:5]=[CH:4][CH:3]=1

Participants

Reactant 3

HCID 8471Triethylamine

HCID 813641-Bromo-4-chlorobutane

HCID 178429829HCID 178429829, compound

Product 1

HCID 189366625-(4-Chlorobutylthio)-2-methylimidazo[1,2-a]pyridine

Procedure

Using 657 mg (4.0 mmol) of 5-mercapto-2-methylimidazo-[1,2-a]pyridine, 0.70 ml (5.0 mmol) of triethylamine and 0.58 ml (5.0 mmol) of 1-bromo-4-chlorobutane, the same procedure as in Reference Example 1 was followed, to yield 838 mg (82.3%, light orange solid) of the desired product.

Sources & evidence

ORD record: ord-84030f74c3b84c75a4ee38749cf5c5d7
Source dataset: uspto-grants-1998_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05840732

Reaction notes

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