Benzylamine → HCID 69586544, compound

HRID 723119Notes

Reaction equation

HRID 723119 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].[CH2:23]([NH2:30])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>CO>[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:30][CH2:23][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)=[C:17]([Br:19])[CH:18]=2)(=[O:12])=[O:11])[CH:9]=1)=[O:4]

Participants

4

Reactant 2

HCID 7504BenzylamineHCID 210571794-(5-Bromo-6-chloro-pyridine-3-sulfonyl)-5-methylsulfanyl-thiophene-2-carboxylic acid methyl ester

Product 1

HCID 69586544HCID 69586544, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °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 (0.020 g, 0.045 mmol), (Example 2: step c), benzylamine (0.005 g, 0.407 mmol), MeOH [2.0 mL]. Reaction vessel was sealed and heated to 50° C. for 72 hours. Removal of the solvents in vacuo followed by chromatography of the residue (10%–20% EtOAc/Hx) yielded the title compound. ESI-MS (m/z): Calcd. for C19H17BrN2O4S3: 514.45 (M+H); found 513.2, 515.1.

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-8797400aca85413baa2625dbd0f509a2
Source dataset
uspto-grants-2006_11
Patent number
US07138530B2

Reaction notes

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