Methyl 4-bromo-3-(methoxymethyl)benzoate → HCID 46908811, compound

HRID 1631022Notes

Reaction equation

HRID 1631022 reaction equation
Br[C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=O)=[CH:4][C:3]=1[CH2:12][O:13]C.[CH3:15][N:16]([CH3:27])[C:17]1[N:22]=[CH:21][C:20]([C:23](=[N:25]O)[NH2:24])=[CH:19][CH:18]=1>>[CH3:9][O:8][CH2:6][C:5]1[CH:4]=[C:3]([C:12]2[O:13][N:25]=[C:23]([C:20]3[CH:19]=[CH:18][C:17]([N:16]([CH3:27])[CH3:15])=[N:22][CH:21]=3)[N:24]=2)[CH:2]=[CH:11][C:10]=1[C:2]1[CH:11]=[CH:10][CH:5]=[CH:4][C:3]=1[CH3:12]

Participants

3

Reactant 2

HCID 58554220Methyl 4-bromo-3-(methoxymethyl)benzoateHCID 74313827HCID 74313827, compound

Product 1

HCID 46908811HCID 46908811, compound

Procedure

The title compound was prepared following procedure described in Method B starting from Intermediate A1 and 6-(dimethylamino)-N′-hydroxypyridine-3-carboximidamide (UkrOrgSynthesis, BBV-073023). After purification by flash chromatography (silica, EtOAc/cHex) followed by a crystallization from a hot mixture of MTBE and heptane, the title compound was obtained as a white powder. HPLC (Method A), Rt: 4.0 min (purity: 100%). UPLC/MS, M+(ESI): 401.1. Elemental analysis: [C24H24N4O2-0.1H20] calculated: C, 71.66%; H, 6.06%; N, 13.93%. found: C, 71.66%; H, 6.06%; N, 13.91%.

Workup

  1. customThe title compound was prepared following procedure
  2. customAfter purification by flash chromatography (silica, EtOAc/cHex)
  3. customfollowed by a crystallization from a hot mixture of MTBE and heptane

Sources & evidence

ORD record
ord-d636aa35007c47c68d0803b1759bb31f
Source dataset
uspto-grants-2014_07
Patent number
US08791142B2

Reaction notes

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