Hydrogen Bromide → HCID 67120183, compound

HRID 644979Notes

Reaction equation

HRID 644979 reaction equation
[CH:1]1([N:7]([CH2:32][CH2:33][NH:34][CH2:35][CH2:36][C:37]2[C:45]3[S:44][C:43](=[O:46])[NH:42][C:41]=3[C:40]([OH:47])=[CH:39][CH:38]=2)[C:8](=[O:31])[CH2:9][CH2:10][N:11]([CH2:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([F:30])[CH:25]=2)C(=O)OCC2C=CC=CC=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[BrH:48].COC(C)(C)C>C(O)(=O)C>[BrH:48].[BrH:48].[CH:1]1([N:7]([CH2:32][CH2:33][NH:34][CH2:35][CH2:36][C:37]2[C:45]3[S:44][C:43](=[O:46])[NH:42][C:41]=3[C:40]([OH:47])=[CH:39][CH:38]=2)[C:8](=[O:31])[CH2:9][CH2:10][NH:11][CH2:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([F:30])[CH:25]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 15413tert-Butyl methyl etherHCID 59263848HCID 59263848, compound

Product 1

HCID 67120183HCID 67120183, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

To a solution of the product from step ii) (1 g) in acetic acid (3 mL) stirred at room temperature was added hydrobromic acid in acetic acid (33%, 3 mL). The mixture was stirred for 80 min and then tert-butyl methyl ether (8 mL) was added. The mixture was stirred for 5 min and then filtered, washing with t-butyl methyl ether (8 mL). Purification by recrystallisation from hot ethanol (20 mL) gave the title compound (0.82 g) as a solid.

Workup

  1. stirringThe mixture was stirred for 5 min
  2. filtrationfiltered
  3. washwashing with t-butyl methyl ether (8 mL)
  4. customPurification
  5. customby recrystallisation from hot ethanol (20 mL)

Sources & evidence

ORD record
ord-37a778e1f9fc45feb9c0b5809efaf79c
Source dataset
uspto-grants-2010_04
Patent number
US07700782B2

Reaction notes

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