Hydrogen Bromide → HCID 67127349, compound

HRID 912621Notes

Reaction equation

HRID 912621 reaction equation
[C:1]([C:5]1[C:6]([O:36][CH3:37])=[C:7]2[C:12](=[C:13]([C:15]3[C:16]([O:23]C)=[N:17][C:18](=[O:22])[N:19]([CH3:21])[CH:20]=3)[CH:14]=1)[N:11]=[CH:10][C:9]([N:25]1[CH2:29][CH2:28][C@H:27]([CH2:30][NH:31][S:32]([CH3:35])(=[O:34])=[O:33])[CH2:26]1)=[CH:8]2)([CH3:4])([CH3:3])[CH3:2].Br>CC(O)=O>[C:1]([C:5]1[C:6]([O:36][CH3:37])=[C:7]2[C:12](=[C:13]([C:15]3[C:16](=[O:23])[NH:17][C:18](=[O:22])[N:19]([CH3:21])[CH:20]=3)[CH:14]=1)[N:11]=[CH:10][C:9]([N:25]1[CH2:29][CH2:28][C@H:27]([CH2:30][NH:31][S:32]([CH3:35])(=[O:34])=[O:33])[CH2:26]1)=[CH:8]2)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 67413533HCID 67413533, compound

Product 1

HCID 67127349HCID 67127349, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

step 3—A 10 mL screw-capped tube was charged with 122 (0.021 g, 39.6 μmol), HBr (16.0 mg, 10.8 μL, 198 μmol) and HOAc. After 4 h the reaction mixture was poured into satd. aq. NaHCO3 (50 mL) and extracted with EtOAc (3×20 mL). The organic extract was dried (Na2SO4), filtered and evaporated to 0.020 g (98%) of I-40 as a yellow solid.

Workup

  1. customstep 3—A 10 mL screw-capped tube
  2. additionAfter 4 h the reaction mixture was poured into satd
  3. extractionaq. NaHCO3 (50 mL) and extracted with EtOAc (3×20 mL)
  4. extractionThe organic extract
  5. dry with materialwas dried (Na2SO4)
  6. filtrationfiltered
  7. customevaporated to 0.020 g (98%) of I-40 as a yellow solid

Sources & evidence

ORD record
ord-bffd68993ddb400cb962bf9e3eb21f88
Source dataset
uspto-grants-2011_09
Patent number
US08026253B2

Reaction notes

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