Hydrogen Bromide → HCID 22144690, compound

HRID 1825008Notes

Reaction equation

HRID 1825008 reaction equation
Br.[CH3:2][C:3]([CH3:46])([CH3:45])[CH2:4][C:5]([NH:7][C:8]1[CH:9]=[C:10]2[C:14](=[CH:15][CH:16]=1)[N:13]([CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[F:24])[C:12]([C:25]([NH:27][C:28]1[N:33]=[CH:32][C:31]([NH:34]C(=O)OCC3C=CC=CC=3)=[CH:30][CH:29]=1)=[O:26])=[CH:11]2)=[O:6]>>[NH2:34][C:31]1[CH:30]=[CH:29][C:28]([NH:27][C:25]([C:12]2[N:13]([CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[F:24])[C:14]3[C:10]([CH:11]=2)=[CH:9][C:8]([NH:7][C:5](=[O:6])[CH2:4][C:3]([CH3:46])([CH3:45])[CH3:2])=[CH:16][CH:15]=3)=[O:26])=[N:33][CH:32]=1

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 22144632HCID 22144632, compound

Product 1

HCID 22144690HCID 22144690, compound

Procedure

46.8 mg (0.19 mmol) of hydrogen bromide (33% strength solution in acetic acid) are added to 29 mg (0.05 mmol) of benzyl 6-({[5-[(3,3-dimethylbutanoyl)amino]-1-(2-fluorobenzyl)-1H-indol-2-yl]carbonyl}amino)-3-pyridinylcarbamate (Example XLI), and the mixture is stirred at RT overnight. The solvent is removed under reduced pressure and the residue is purified by preparative HPLC. This gives 6 mg (27%) of the product.

Workup

  1. customThe solvent is removed under reduced pressure
  2. customthe residue is purified by preparative HPLC

Sources & evidence

ORD record
ord-f7409f3f85434365a2f24737abd39ff0
Source dataset
uspto-grants-2006_05
Patent number
US07045544B2

Reaction notes

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