Dimethylformamide → HCID 69586576, compound

HRID 723127Notes

Reaction equation

HRID 723127 reaction equation
[CH3:1][O:2][C:3]([C:5]1[S:6][C:7]([S:21][CH3:22])=[C:8]([S:10]([C:13]2[CH:14]=[N:15][C:16](Cl)=[C:17]([Br:19])[CH:18]=2)(=[O:12])=[O:11])[CH:9]=1)=[O:4].[CH:23]([N:26](C(C)C)CC)(C)C.[CH2:32]1[CH2:36][O:35][CH2:34][CH2:33]1.CN(C=O)C>CCOC(C)=O>[CH3:1][O:2][C:3]([C:5]1[S:6][C:7]([S:21][CH3:22])=[C:8]([S:10]([C:13]2[CH:14]=[N:15][C:16]([NH:26][CH2:23][CH:34]3[CH2:33][CH2:32][CH2:36][O:35]3)=[C:17]([Br:19])[CH:18]=2)(=[O:12])=[O:11])[CH:9]=1)=[O:4]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 8028TetrahydrofuranHCID 81531DiisopropylethylamineHCID 210571794-(5-Bromo-6-chloro-pyridine-3-sulfonyl)-5-methylsulfanyl-thiophene-2-carboxylic acid methyl ester

Product 1

HCID 69586576HCID 69586576, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The reaction was conducted following the procedure for Example 156: step a, using. 4-(5-bromo-6-chloro-pyridine-3-sulfonyl)-5-methylsulfanyl-thiophene-2-carboxylic acid methyl ester (0.050 g, 0.113 mmol), (Example 2: step c), c-(tetrahydro-furan-2-yl)-methylamine (0.015 g, 0.146 mmol), diisopropylethylamine (0.073 g, 0.565 mmol), THF [0.5 mL], DMF [0.5 mL]. Chromatography of the residue (10%–35% EtOAc/Hx) yielded the title compound. ESI-MS (m/z): Calcd. for C17H19BrN2O5S4: 508.45 (N+H); found 507.1, 509.0

Sources & evidence

ORD record
ord-2b30597239934a60bfff2459d1ed2a44
Source dataset
uspto-grants-2006_11
Patent number
US07138530B2

Reaction notes

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