Triethylamine → HCID 59178859, compound

HRID 2093484Notes

Reaction equation

HRID 2093484 reaction equation
[N:1]1([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[CH2:6][CH2:5][CH:4]([CH:7]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)[CH2:3][CH2:2]1.C(N(CC)CC)C.[Cl:27][C:28]1[N:32]=[C:31](Cl)[S:30][N:29]=1>C1COCC1>[C:16]([O:15][C:13]([N:1]1[CH2:6][CH2:5][CH:4]([CH:7]2[CH2:12][CH2:11][N:10]([C:31]3[S:30][N:29]=[C:28]([Cl:27])[N:32]=3)[CH2:9][CH2:8]2)[CH2:3][CH2:2]1)=[O:14])([CH3:19])([CH3:18])[CH3:17]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 2725055Dichloro-1,2,4-thiadiazoleHCID 117475994,4'-Bipiperidine, 1-boc protected

Product 1

HCID 59178859HCID 59178859, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of tert-butyl 4,4′-bipiperidine-1-carboxylate (537 mg; 2.00 mmol) in dry THF (10 mL) was treated with triethylamine (307 μL; 2.20 mmol). A solution of 3,5-dichloro-1,2,4-thiadiazole (341 mg; 2.20 mmol) in THF (5 mL) was added dropwise at ambient temperature. An immediate precipitate was accompanied by a mild exotherm. The mixture was stirred until it returned to ambient temperature. The mixture was filtered and the filtrate evaporated to afford the title compound. LRMS calc: 386.2 obs: 387.2 (M+H), 287.1 (M-BOC+H).

Workup

  1. customreturned to ambient temperature
  2. filtrationThe mixture was filtered
  3. customthe filtrate evaporated

Sources & evidence

ORD record
ord-eb08fd9667e248dd8eb983be5820a3d3
Source dataset
uspto-grants-2013_05
Patent number
US08445499B2

Reaction notes

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