N-bromobutanimide → HCID 86699253, compound

HRID 532694Notes

Reaction equation

HRID 532694 reaction equation
C1C(=O)N([Br:8])C(=O)C1.[CH3:9][N:10]1[CH2:15][CH2:14][N:13]([C:16]2[CH:21]=[CH:20][C:19]([C:22]3[C:26]4[CH2:27][C:28]5[S:29][CH:30]=[CH:31][C:32]=5[C:25]=4[N:24]([CH2:33][O:34][CH2:35][CH2:36][Si:37]([CH3:40])([CH3:39])[CH3:38])[N:23]=3)=[CH:18][CH:17]=2)[CH2:12][CH2:11]1>C(Cl)Cl>[Br:8][C:30]1[S:29][C:28]2[CH2:27][C:26]3[C:22]([C:19]4[CH:20]=[CH:21][C:16]([N:13]5[CH2:14][CH2:15][N:10]([CH3:9])[CH2:11][CH2:12]5)=[CH:17][CH:18]=4)=[N:23][N:24]([CH2:33][O:34][CH2:35][CH2:36][Si:37]([CH3:39])([CH3:38])[CH3:40])[C:25]=3[C:32]=2[CH:31]=1

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 86699244HCID 86699244, compound

Product 1

HCID 86699253HCID 86699253, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

NBS (0.18 g, 1.0 mmol) was added to a solution of 6-[4-(4-Methyl-piperazin-1-yl)-phenyl]-4-(2-trimethylsilanyl-ethoxymethyl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalene (0.23 g, 0.5 mmol) in CH2Cl2 (5.0 mL). After 2 hours, the solution was evaporated and washed with EtOAc, filtered, and concentrated to give the corresponding 2-Bromo-6-[4-(4-methyl-piperazin-1-yl)-phenyl]-4-(2-trimethylsilanyl-ethoxymethyl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalene (0.223 g, 0.4 mmol) as brown solid in 80% yield.

Workup

  1. customthe solution was evaporated
  2. washwashed with EtOAc
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-a2ae99df95a2491ba0c593c9902a8f5b
Source dataset
uspto-grants-2014_10
Patent number
US08853207B2

Reaction notes

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