Hydrogen Bromide → HCID 135552933, compound

HRID 496749Notes

Reaction equation

HRID 496749 reaction equation
Br.C[O:3][C:4]1[CH:5]=[CH:6][C:7]2[C:19]3[C:18]4[CH:17]=[CH:16][N:15]=[CH:14][C:13]=4[C:12](=[O:20])[C:11]=3[C:10]([NH:21][CH2:22][CH2:23][N:24]([CH2:26][CH2:27][CH2:28][N:29]([CH2:31][CH2:32][NH:33][C:34]3[C:46]4[C:45](=[O:47])[C:44]5[CH:43]=[N:42][CH:41]=[CH:40][C:39]=5[C:38]=4[C:37]4[CH:48]=[CH:49][C:50]([O:52]C)=[CH:51][C:36]=4[N:35]=3)[CH3:30])[CH3:25])=[N:9][C:8]=2[CH:54]=1>C(O)(=O)C>[OH:3][C:4]1[CH:5]=[CH:6][C:7]2[C:19]3[C:18]4[CH:17]=[CH:16][N:15]=[CH:14][C:13]=4[C:12](=[O:20])[C:11]=3[C:10]([NH:21][CH2:22][CH2:23][N:24]([CH2:26][CH2:27][CH2:28][N:29]([CH2:31][CH2:32][NH:33][C:34]3[C:46]4[C:45](=[O:47])[C:44]5[CH:43]=[N:42][CH:41]=[CH:40][C:39]=5[C:38]=4[C:37]4[CH:48]=[CH:49][C:50]([OH:52])=[CH:51][C:36]=4[N:35]=3)[CH3:30])[CH3:25])=[N:9][C:8]=2[CH:54]=1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 10055580HCID 10055580, compound

Product 1

HCID 135552933HCID 135552933, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
120 °C

Procedure

To a mixture of acetic acid (0.6 ml) and hydrobromic acid (48%, 0.6 ml) was added the compound of Example 3 (5.0 mg). The mixture was heated at 120° C. for nineteen hours. The mixture was cooled to room temperature and evaporated to dryness. The residue was purified by amino silica gel column chromatography developed by a mixture of dichloromethane-methanol=1:1 to give the desired compound. The desired product was obtained as a dark red powder.

Workup

  1. temperatureThe mixture was cooled to room temperature
  2. customevaporated to dryness
  3. customThe residue was purified by amino silica gel column chromatography
  4. additiondeveloped by a mixture of dichloromethane-methanol=1:1

Sources & evidence

ORD record
ord-d0eaf5a687ad44b18a231ec56c828b5c
Source dataset
uspto-grants-2005_09
Patent number
US06946472B2

Reaction notes

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