Triethylamine → HCID 66955534, compound

HRID 1399613Notes

Reaction equation

HRID 1399613 reaction equation
Cl[C:2]1[N:7]=[C:6]([CH3:8])[C:5]([CH:9]([CH2:14][CH2:15][CH3:16])[C:10]([O:12][CH3:13])=[O:11])=[C:4]([C:17]2[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=2)[N:3]=1.[CH:24]([C:27]1[N:31]=[C:30]([CH:32]2[CH2:37][CH2:36][CH2:35][NH:34][CH2:33]2)[O:29][N:28]=1)([CH3:26])[CH3:25].C(N(CC)CC)C>O1CCCC1>[CH:24]([C:27]1[N:31]=[C:30]([CH:32]2[CH2:37][CH2:36][CH2:35][N:34]([C:2]3[N:7]=[C:6]([CH3:8])[C:5]([CH:9]([CH2:14][CH2:15][CH3:16])[C:10]([O:12][CH3:13])=[O:11])=[C:4]([C:17]4[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=4)[N:3]=3)[CH2:33]2)[O:29][N:28]=1)([CH3:26])[CH3:25]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 242088513-[3-(Propan-2-yl)-1,2,4-oxadiazol-5-yl]piperidineHCID 86665647Methyl 2-(2-chloro-4-methyl-6-p-tolylpyrimidin-5-yl)pentanoate

Product 1

HCID 66955534HCID 66955534, compoundYield 18.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

This compound was prepared according to the method C from methyl 2-(2-chloro-4-methyl-6-p-tolylpyrimidin-5-yl)pentanoate (0.095 g; 0.285 mmol), 3-isopropyl-5-(piperidin-3-yl)-1,2,4-oxadiazole (0.167 g; 0.856 mmol) and triethyl amine (0.200 mL; 1.43 mmol) in tetrahydrofuran (2 mL). Purification by flash chromatography on silica gel using a gradient of ethyl acetate (2-30%) in heptane furnished 0.026 g (18%) of the titled compound as a colorless oil.

Workup

  1. customThis compound was prepared
  2. customPurification by flash chromatography on silica gel using a gradient of ethyl acetate (2-30%) in heptane

Sources & evidence

ORD record
ord-d45e2404864d443d8e4192362698938d
Source dataset
uspto-grants-2014_12
Patent number
US08906906B2

Reaction notes

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