Triethylamine → HCID 58574295, compound

HRID 1619357Notes

Reaction equation

HRID 1619357 reaction equation
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:18])[N:7]3[CH2:16][CH2:15][CH:14]([OH:17])[CH2:13][CH2:12][C:8]3=[N:9]2)=[CH:4][CH:3]=1.CCN(CC)CC.[S:26](Cl)([CH3:29])(=[O:28])=[O:27]>C(Cl)Cl.O>[CH3:29][S:26]([O:17][CH:14]1[CH2:15][CH2:16][N:7]2[C:8](=[N:9][C:10]3[C:5]([C:6]2=[O:18])=[CH:4][CH:3]=[C:2]([Br:1])[CH:11]=3)[CH2:12][CH2:13]1)(=[O:28])=[O:27]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 58574537HCID 58574537, compound

Product 1

HCID 58574295HCID 58574295, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of 3-bromo-8-hydroxy-7,8,9,10-tetrahydroazepino[2,1-b]quinazolin-12(6H)-one (290 mg, 0.938 mmol) and excess Et3N in DCM (10 mL) was added Ms-Cl (0.76 mL). The mixture was stirred for 1.5 h at room temperature. Then the reaction mixture was diluted with water and extracted with EtOAc (3×50 mL). The combined organic layers were dried over Na2SO4. After filtration and concentration, the crude product was directly used for the next step. MS (ESI): 387, 389 (MH+).

Workup

  1. extractionextracted with EtOAc (3×50 mL)
  2. dry with materialThe combined organic layers were dried over Na2SO4
  3. filtrationAfter filtration and concentration

Sources & evidence

ORD record
ord-f3bd77d4198e4e788c101dd0748dce56
Source dataset
uspto-grants-2014_07
Patent number
US08772301B2

Reaction notes

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