Sulfamide → HCID 68183430, compound

HRID 513695Notes

Reaction equation

HRID 513695 reaction equation
[S:1](N)(N)(=[O:3])=[O:2].[NH2:6][C:7]1[C:8]([CH:17]([C:24]2[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=2)[NH:18][CH2:19][CH2:20][N:21]([CH3:23])[CH3:22])=[CH:9][CH:10]=[C:11]2[C:16]=1[N:15]=[CH:14][CH:13]=[CH:12]2>N1C=CC=CC=1>[F:30][C:27]1[CH:28]=[CH:29][C:24]([CH:17]2[C:8]3[CH:9]=[CH:10][C:11]4[C:16](=[N:15][CH:14]=[CH:13][CH:12]=4)[C:7]=3[NH:6][S:1](=[O:3])(=[O:2])[N:18]2[CH2:19][CH2:20][N:21]([CH3:23])[CH3:22])=[CH:25][CH:26]=1

Participants

4

Reactant 2

HCID 82267SulfamideHCID 68183317HCID 68183317, compound

Product 1

HCID 68183430HCID 68183430, compoundYield 18.6%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
120 °C

Procedure

Sulfamide (272 mg, 2.84 mmol) was added to a solution of N-[(8-amino-quinolin-7-yl)-(4-fluoro-phenyl)-methyl]-N′,N′-dimethyl-ethane-1,2-diamine 415 (160 mg, 0.47 mmol) in pyridine (1.5 ml) and the mixture was heated at 120° C. for 1.5 h in a sealed tube. After cooling, the solvent was removed in vacuo. The crude residue was purified by column chromatography with DCM/MeOH (98:2) to give the title compound (35 mg, 18%).

Workup

  1. temperatureAfter cooling
  2. customthe solvent was removed in vacuo
  3. customThe crude residue was purified by column chromatography with DCM/MeOH (98:2)

Sources & evidence

ORD record
ord-7f8157496a444cb5a460fd359b18d6bb
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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