Acetic Acid Mixture with Hydrobromic Acid → HCID 67318703, compound

HRID 644973Notes

Reaction equation

HRID 644973 reaction equation
[BrH:1].C(O)(=O)C.[CH:6]1([N:12]([C:39](=[O:53])[CH2:40][CH2:41][NH:42][CH2:43][CH2:44][C:45]2[CH:50]=[C:49]([F:51])[CH:48]=[C:47]([F:52])[CH:46]=2)[CH2:13][CH2:14][N:15]([CH2:26][CH2:27][C:28]2[C:36]3[S:35][C:34](=[O:37])[NH:33][C:32]=3[C:31]([OH:38])=[CH:30][CH:29]=2)C(=O)OCC2C=CC=CC=2)[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1>C(O)(=O)C.COC(C)(C)C.C(O)C>[BrH:1].[BrH:1].[CH:6]1([N:12]([CH2:13][CH2:14][NH:15][CH2:26][CH2:27][C:28]2[C:36]3[S:35][C:34](=[O:37])[NH:33][C:32]=3[C:31]([OH:38])=[CH:30][CH:29]=2)[C:39](=[O:53])[CH2:40][CH2:41][NH:42][CH2:43][CH2:44][C:45]2[CH:46]=[C:47]([F:52])[CH:48]=[C:49]([F:51])[CH:50]=2)[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11]1

Participants

6

Reactant 2

HCID 21893785Acetic Acid Mixture with Hydrobromic AcidHCID 59263845HCID 59263845, compound

Product 1

HCID 67318703HCID 67318703, compound

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolventHCID 702EthanolSolventHCID 15413tert-Butyl methyl etherSolvent

Procedure

Hydrogen bromide/acetic acid (33%, 2 mL) was added to a solution of the carbamate of step i) (0.350 g) in acetic acid (2 mL) and the reaction was stirred for 1 h. The solution was diluted with t-butyl methyl ether (20 mL) and the resulting precipitate filtered off, washed with more t-butyl methyl ether (10 mL) and dried to afford a peach coloured solid. The solid was slurried in ethanol (7.5 mL), filtered off and dried to yield the title product (0.22 g) as a white solid.

Workup

  1. filtrationthe resulting precipitate filtered off
  2. washwashed with more t-butyl methyl ether (10 mL)
  3. customdried
  4. customto afford a peach
  5. filtrationfiltered off
  6. customdried

Sources & evidence

ORD record
ord-a1255d6a57d8405f9d606a62defeafd0
Source dataset
uspto-grants-2010_04
Patent number
US07700782B2

Reaction notes

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