Triethylamine → HCID 178509202, compound

HRID 584654Notes

Reaction equation

HRID 584654 reaction equation
Cl[C:2]1[C:11]([CH2:12]Cl)=[N:10][C:9]2[C:4](=[CH:5][C:6]([Cl:15])=[C:7]([Cl:14])[CH:8]=2)[N:3]=1.[NH2:16][C:17]1[N:21]=[C:20]([SH:22])[NH:19][N:18]=1.C(N(CC)CC)C.[F-].[K+].[O:32]1[C:36]2([CH2:41][CH2:40][NH:39][CH2:38][CH2:37]2)[O:35][CH2:34][CH2:33]1>CN(C=O)C>[Cl:15][C:6]1[CH:5]=[C:4]2[C:9](=[CH:8][C:7]=1[Cl:14])[N:10]=[C:11]([CH2:12][S:22][C:20]1[NH:21][C:17]([NH2:16])=[N:18][N:19]=1)[C:2]([N:39]1[CH2:40][CH2:41][C:36]3([O:35][CH2:34][CH2:33][O:32]3)[CH2:37][CH2:38]1)=[N:3]2

Participants

7

Reactant 5

HCID 8471TriethylamineHCID 674351,4-Dioxa-8-azaspiro(4.5)decaneHCID 522689Potassium FluorideHCID 22341100HCID 22341100, compoundHCID 1785092965-amino-1H-1,2,4-triazole-3-thiol

Product 1

HCID 178509202HCID 178509202, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 2,6,7-trichloro-3-chloromethylquinoxaline (107 mg, 0.38 mmol) in DMF (5 ml) was added 3-amino-5-mercapto-1,2,4-triazole (44 mg, 0.38 mmol) followed by addition of triethylamine (0.05 ml, 0.38 mmol). After 5 hours, potassium fluoride 40% wt on alumina (143 mg, 1.1 mmol) was added, followed by 1,4 dioxa-8-aza-spiro[4,5]decane (0.05 ml, 0.42 mmol). The reaction was stirred overnight at room temperature. Purification by flash column chromatography using ethyl acetate afforded the title compound.

Workup

  1. additionwas added
  2. customPurification by flash column chromatography

Sources & evidence

ORD record
ord-414b753cb2704103bdafeb0f0a41150e
Source dataset
uspto-grants-2005_08
Patent number
US06927214B1

Reaction notes

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