Triethylamine → HCID 57901710, compound

HRID 1851584Notes

Reaction equation

HRID 1851584 reaction equation
Cl[CH2:2][C:3]1[S:4][CH:5]=[CH:6][C:7]=1[S:8]([N:11]([CH3:26])[C:12]1[CH:13]=[CH:14][CH:15]=[C:16]2[C:20]=1[NH:19][C:18]([C:21]1[S:22][CH:23]=[CH:24][N:25]=1)=[CH:17]2)(=[O:10])=[O:9].C(N(CC)CC)C.[C:34]([N:37]1[CH2:42][CH2:41][NH:40][CH2:39][CH2:38]1)(=[O:36])[CH3:35]>O1CCCC1>[C:34]([N:37]1[CH2:42][CH2:41][N:40]([CH2:2][C:3]2[S:4][CH:5]=[CH:6][C:7]=2[S:8]([N:11]([CH3:26])[C:12]2[CH:13]=[CH:14][CH:15]=[C:16]3[C:20]=2[NH:19][C:18]([C:21]2[S:22][CH:23]=[CH:24][N:25]=2)=[CH:17]3)(=[O:10])=[O:9])[CH2:39][CH2:38]1)(=[O:36])[CH3:35]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 837951-AcetylpiperazineHCID 57901769HCID 57901769, compound

Product 1

HCID 57901710HCID 57901710, compoundYield 81.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 2-(chloromethyl)-N-methyl-N-[2-(1,3-thiazol-2-yl)-1H-indol-7-yl]thiophene-3-sulfonamide (110 mg) and triethylamine (150 μL) in tetrahydrofuran (5 mL) was added N-acetylpiperazine (33 mg). The reaction mixture was stirred at room temperature for 10 hr. The reaction mixture was concentrated, and the obtained residue was subjected to silica gel column chromatography (ethyl acetate:hexane=1:1) to give the title compound (108 mg, yield 81%) as pale-yellow crystals. melting point 242° C.

Workup

  1. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-d3831afca5654a458ff46e739df1640c
Source dataset
uspto-grants-2015_02
Patent number
US08957070B2

Reaction notes

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