Diisopropylethylamine → HCID 90308829, compound

HRID 2283663Notes

Reaction equation

HRID 2283663 reaction equation
C(N(C(C)C)CC)(C)C.Cl[C:11]1[N:12]=[C:13]([S:22][CH3:23])[N:14]=[N:15][C:16]=1[C:17]([O:19][CH2:20][CH3:21])=[O:18].[S:24]1[CH:28]=[CH:27][C:26]2[C:29]([NH2:33])=[CH:30][CH:31]=[CH:32][C:25]1=2>C1COCC1>[S:24]1[CH:28]=[CH:27][C:26]2[C:29]([NH:33][C:11]3[N:12]=[C:13]([S:22][CH3:23])[N:14]=[N:15][C:16]=3[C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:30][CH:31]=[CH:32][C:25]1=2

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 2984844-Aminobenzo[b]thiopheneHCID 11557703Ethyl 5-Chloro-3-(Methylthio)-1,2,4-Triazine-6-Carboxylate

Product 1

HCID 90308829HCID 90308829, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Diisopropylethylamine (0.10 ml) was added to a solution of ethyl 5-chloro-3-(methylthio)-1,2,4-triazine-6-carboxylate (70 mg) and benzo[b]thiophen-4-amine (70 mg) in THF (1 ml), and the reaction solution was stirred at room temperature for 35 minutes. The solvent was evaporated under vacuum, and then the resultant residue was purified by column chromatography on silica gel (developing solvent:hexane/ethyl acetate) to obtain ethyl 5-(benzo[b]thiophen-4-ylamino)-3-(methylthio)-1,2,4-triazine-6-carboxylate as a white solid.

Workup

  1. customThe solvent was evaporated under vacuum
  2. customthe resultant residue was purified by column chromatography on silica gel (developing solvent:hexane/ethyl acetate)

Sources & evidence

ORD record
ord-d20e9e24abd047b58a0e42bee4016ad2
Source dataset
uspto-grants-2015_09
Patent number
US09145414B2

Reaction notes

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