Hydrogen Bromide → HCID 67319213, compound

HRID 644981Notes

Reaction equation

HRID 644981 reaction equation
[BrH:1].C(OC([N:12]([CH2:46][CH2:47][C:48]1[C:56]2[S:55][C:54](=[O:57])[NH:53][C:52]=2[C:51]([OH:58])=[CH:50][CH:49]=1)[CH2:13][CH2:14][N:15]([CH:39]1[CH2:45][CH2:44][CH2:43][CH2:42][CH2:41][CH2:40]1)[C:16](=[O:38])[CH2:17][CH2:18][N:19]([CH2:30][CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)C(=O)OCC1C=CC=CC=1)=O)C1C=CC=CC=1.COC(C)(C)C>C(O)(=O)C>[BrH:1].[BrH:1].[CH:39]1([N:15]([CH2:14][CH2:13][NH:12][CH2:46][CH2:47][C:48]2[C:56]3[S:55][C:54](=[O:57])[NH:53][C:52]=3[C:51]([OH:58])=[CH:50][CH:49]=2)[C:16](=[O:38])[CH2:17][CH2:18][NH:19][CH2:30][CH2:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH2:45][CH2:44][CH2:43][CH2:42][CH2:41][CH2:40]1

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 15413tert-Butyl methyl etherHCID 59263901HCID 59263901, compound

Product 1

HCID 67319213HCID 67319213, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Hydrogen bromide (33% in acetic acid) (0.54 mL) was added to the product from step i) (0.238 g) in acetic acid (0.8 mL) at 0° C. The resulting solution was stirred at room temperature for 2 h then t-butyl methyl ether (3 mL) was added and the mixture stirred for 10 min. A gummy solid formed, which was filtered off and triturated with t-butyl methyl ether (4×3 mL) to form a pale orange solid (0.888 g). The solid was dried at 45° C. for 1 h then recrystallised from hot ethanol (˜3 mL) to afford the title product as a white solid (0.040 g).

Workup

  1. stirringthe mixture stirred for 10 min
  2. customA gummy solid formed
  3. filtrationwhich was filtered off
  4. customtriturated with t-butyl methyl ether (4×3 mL)

Sources & evidence

ORD record
ord-2bae2e1a8344422d8082054a4e87c248
Source dataset
uspto-grants-2010_04
Patent number
US07700782B2

Reaction notes

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