Triethylamine → HCID 59178859, compound

HRID 1947677Notes

Reaction equation

HRID 1947677 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.

Workup

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

Sources & evidence

ORD record
ord-fd07489316ce41f5bb606960ee7ea7b8
Source dataset
uspto-grants-2013_03
Patent number
US08399485B2

Reaction notes

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