Hydrogen Bromide → HCID 13457758, compound

HRID 280129Notes

Reaction equation

HRID 280129 reaction equation
[CH3:1][N:2]([N:14]1[CH:18]=[CH:17][CH:16]=[C:15]1[C:19](=[O:27])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[Cl:26])[C:3](=[O:13])[CH2:4][NH:5]C(OC(C)(C)C)=O.C(O)CC.[BrH:32]>C(OCC)(=O)C>[BrH:32].[CH3:1][N:2]([N:14]1[CH:18]=[CH:17][CH:16]=[C:15]1[C:19](=[O:27])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[Cl:26])[C:3](=[O:13])[CH2:4][NH2:5]

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 10311-PropanolHCID 13653509HCID 13653509, compound

Product 1

HCID 13457758HCID 13457758, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

1-[N-Methyl-(t-butoxycarbonylamino)acetamido]-2-(2-chlorobenzoyl)pyrrole (24 g, 61.2 mmol) was dissolved in 100 ml of ethyl acetate, and 60 ml of n-propanol solution containing 12 ml of 48% HBr was added thereto with stirring. After 1 hour at 35° the solution was evaporated and the residue triturated with ether to give 23.2 g of powder. This powder was recrystallized from isopropanol-ether to give 22 g (96%) of flocculent crystals, m.p. 193°-195°.

Workup

  1. additionwas added
  2. customAfter 1 hour at 35° the solution was evaporated
  3. customthe residue triturated with ether

Sources & evidence

ORD record
ord-954b53b2813043e68b8bac56b1d22c17
Source dataset
uspto-grants-1986_05
Patent number
US04588727

Reaction notes

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