Methylamine → 5-(6-Bromoquinazolin-4-yl)-thiophen-2-sulfonic acid methylamide

HRID 1792492Notes

Reaction equation

HRID 1792492 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][N:6]=[C:5]2[C:12]1[S:16][C:15]([S:17](Cl)(=[O:19])=[O:18])=[CH:14][CH:13]=1.[CH3:21][NH2:22]>O1CCCC1>[CH3:21][NH:22][S:17]([C:15]1[S:16][C:12]([C:5]2[C:4]3[C:9](=[CH:10][CH:11]=[C:2]([Br:1])[CH:3]=3)[N:8]=[CH:7][N:6]=2)=[CH:13][CH:14]=1)(=[O:19])=[O:18]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 220314245-(6-Bromoquinazolin-4-yl)-thiophen-2-sulfonyl chloride

Product 1

HCID 235375525-(6-Bromoquinazolin-4-yl)-thiophen-2-sulfonic acid methylamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

800 mg of 5-(6-bromoquinazolin-4-yl)-thiophen-2-sulfonyl chloride (compound in Production Example 377) was dissolved in 15 mL tetrahydrofuran, and 1.78 mL methylamine was added thereto and stirred at room temperature for 1 hour. The solvent was removed, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane), to give 752 mg of the title compound (pale skin-colored crystals).

Workup

  1. customThe solvent was removed
  2. customthe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

Sources & evidence

ORD record
ord-a7ce280c114f486cab7c929a87e21d54
Source dataset
uspto-grants-2006_07
Patent number
US07074801B1

Reaction notes

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