Isopropylamine → HCID 69586555, compound

HRID 723120Notes

Reaction equation

HRID 723120 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]([NH2:26])([CH3:25])[CH3:24]>C1COCC1>[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][CH:23]([CH3:25])[CH3:24])=[C:17]([Br:19])[CH:18]=2)(=[O:12])=[O:11])[CH:9]=1)=[O:4]

Participants

4

Reactant 2

HCID 6363IsopropylamineHCID 210571794-(5-Bromo-6-chloro-pyridine-3-sulfonyl)-5-methylsulfanyl-thiophene-2-carboxylic acid methyl ester

Product 1

HCID 69586555HCID 69586555, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
70 °C

Procedure

To a vial containing a stirbar was added 4-(5-bromo-6-chloro-pyridine-3-sulfonyl)-5-methylsulfanyl-thiophene-2-carboxylic acid methyl ester (0.100 g, 0.226 mmol), (Example 2: step c), isopropylamine (0.012 g, 0.204 mmol), THF [2.0 mL]. Reaction vessel was sealed and heated to 70° C. for 72 hours. Removal of the solvents in vacuo followed by chromatography (0%–15% EtOAc/Hx) yielded the title compound. ESI-MS (m/z): Calcd. for C15H17BrN2O4S3: 466.41 (M+H); found 466.9.

Workup

  1. additionTo a vial containing a stirbar
  2. customReaction vessel
  3. customwas sealed
  4. customRemoval of the solvents in vacuo

Sources & evidence

ORD record
ord-bf9a0a1e453549b7a4cea99e45251fe2
Source dataset
uspto-grants-2006_11
Patent number
US07138530B2

Reaction notes

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