3-Bromo-5-methoxypyridine → HCID 23636153, compound

HRID 393818Notes

Reaction equation

HRID 393818 reaction equation
[C@@H:1]12[CH2:7][NH:6][C@@H:5]1[CH2:4][N:3]([C:8]([O:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:9])[CH2:2]2.Br[C:19]1[CH:20]=[N:21][CH:22]=[C:23]([O:25][CH3:26])[CH:24]=1>>[CH3:26][O:25][C:23]1[CH:24]=[C:19]([N:6]2[CH2:7][C@@H:1]3[C@H:5]2[CH2:4][N:3]([C:8]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[O:9])[CH2:2]3)[CH:20]=[N:21][CH:22]=1

Participants

3

Reactant 2

HCID 8171633-Bromo-5-methoxypyridineHCID 23635906benzyl (1S,5S)-3,6-diazabicyclo[3.2.0]heptane-3-carboxylate

Product 1

HCID 23636153HCID 23636153, compoundYield 37%

Procedure

The product of Example 52D (940 mg, 4.05 mmol) and 3-bromo-5-methoxypyridine (1.13 g, 6.07 mmol) were processed according to the procedure described in Example 1E. The crude product was purified by chromatography (SiO2, ethyl acetate:hexane, 1:1) to provide the title compound (0.50 g, 37% yield). MS (DCI/NH3) m/z 340 (M+H)+.

Workup

  1. customThe crude product was purified by chromatography (SiO2, ethyl acetate:hexane, 1:1)

Sources & evidence

ORD record
ord-b4e3df9806da4949ad0d3a2b4ae0517a
Source dataset
uspto-grants-2004_10
Patent number
US06809105B2

Reaction notes

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