Triethylamine → HCID 87558257, compound

HRID 1896013Notes

Reaction equation

HRID 1896013 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]#[C:9][CH:10]=[C:11]2[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)[N:3]=1.Cl[C:18]1[N:19]=[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][N:21]2[C:26]=1[N+:27]([O-:29])=[O:28].C(N(CC)CC)C>>[CH3:1][C:2]1[N:3]=[C:4]([C:8]#[C:9][CH:10]=[C:11]2[CH2:12][CH2:13][N:14]([C:18]3[N:19]=[C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][N:21]4[C:26]=3[N+:27]([O-:29])=[O:28])[CH2:15][CH2:16]2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 8471TriethylamineHCID 2598172-chloro-3-nitroimidazo[1,2-a]pyridineHCID 875504022-Methyl-6-(3-piperidin-4-ylideneprop-1-ynyl)pyridine

Product 1

HCID 87558257HCID 87558257, compoundYield 55.1%

Procedure

A well homogenised mixture of the Compound of Example 3 (150 mg, 0.71 mmol), 2-chloro-3-nitroimidazo[1,2-a]pyridine (154 mg, 0.778 mmol) and triethylamine (0.152 mL, 1.06 mmol) was stirred at 25° C. for 24 h. The reaction crude was purified by flash chromatography (EtOAc—Petroleum Ether 1:1) affording the title product (146 mg).

Workup

  1. stirringwas stirred at 25° C. for 24 h
  2. customThe reaction crude
  3. customwas purified by flash chromatography (EtOAc—Petroleum Ether 1:1)

Sources & evidence

ORD record
ord-119ce7f2cfac4db6800c240319c0e808
Source dataset
uspto-grants-2013_08
Patent number
US08518916B2

Reaction notes

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