Dimethylformamide → HCID 67050547, compound

HRID 1190320Notes

Reaction equation

HRID 1190320 reaction equation
[CH3:1][NH:2][CH:3]([CH3:5])[CH3:4].C(NC(C)C)(C)C.CN(C)C=O.[Br:18][C:19]1[CH:35]=[CH:34][C:22]2[C:23]3[N:24]=[C:25]([C:31](Cl)=[O:32])[S:26][C:27]=3[CH2:28][CH2:29][O:30][C:21]=2[CH:20]=1>C(OCC)(=O)C>[CH:3]([N:2]([CH3:1])[C:31]([C:25]1[S:26][C:27]2[CH2:28][CH2:29][O:30][C:21]3[CH:20]=[C:19]([Br:18])[CH:35]=[CH:34][C:22]=3[C:23]=2[N:24]=1)=[O:32])([CH3:5])[CH3:4]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 7912DiisopropylamineHCID 78485N-MethylisopropylamineHCID 86652318HCID 86652318, compound

Product 1

HCID 67050547HCID 67050547, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of N-methylpropan-2-amine (0.265 g, 3.63 mmol) in N,N-Diisopropylamine (0.758 mL, 4.35 mmol) and N,N-Dimethylformamide (4.49 mL, 58.0 mmol) at room temperature was added 8-Bromo-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene-2-carbonyl chloride (0.500 g, 1.45 mmol) portionwise. The reaction mixture was stirred at room temperature for 1 hour, diluted with ethyl acetate, washed with brine, and concentrated in vacuo to give 8-Bromo-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene-2-carboxylic acid isopropyl-methyl-amide which was not further purified.

Workup

  1. washwashed with brine
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-942e314d055d491fa1a95c3c1a651505
Source dataset
uspto-grants-2014_03
Patent number
US08673952B2

Reaction notes

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