HCID 57368824, compound → HCID 46909002, compound

HRID 1631019Notes

Reaction equation

HRID 1631019 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.O[N:16]=[C:17]([C:19]1[CH:20]=[N:21][C:22]([O:25][CH3:26])=[CH:23][CH:24]=1)[NH2:18]>>[CH3:26][O:25][C:22]1[CH:23]=[CH:24][C:19]([C:17]2[N:18]=[C:12]([C:3]3[CH:2]=[CH:11][C:10]([C:2]4[CH:11]=[CH:10][CH:5]=[CH:4][C:3]=4[CH3:12])=[C:5]([CH2:6][O:8][CH3:9])[CH:4]=3)[O:13][N:16]=2)=[CH:20][N:21]=1

Participants

3

Reactant 2

HCID 57368824HCID 57368824, compoundHCID 58554220Methyl 4-bromo-3-(methoxymethyl)benzoate

Product 1

HCID 46909002HCID 46909002, compound

Procedure

The title compound was prepared following procedure described in Method B starting from Intermediate A1 and N′-hydroxy-6-methoxypyridine-3-carboximidamide (UkrOrgSynthesis BBV-066226). After purification by precipitation from MeOH, the title compound was obtained as a white powder. HPLC (Method A), Rt: 5.8 min (purity: 99.8%). UPLC/MS, M+(ESI): 388.3. 1H NMR (DMSO-d6, 300 MHz) δ 8.91 (d, J=2.2 Hz, 1H), 8.34 (dd, J=8.7, 2.2 Hz, 1H), 8.31 (d, J=1.4 Hz, 1H), 8.16 (dd, J=7.9, 1.4 Hz, 1H), 7.42 (d, J=7.9 Hz, 1H), 7.36-7.26 (m, 3H), 7.14 (d, J=7.1 Hz, 1H), 7.06 (d, J=8.7 Hz, 1H), 4.22 (d, J=12.8 Hz, 1H), 4.16 (d, J=12.8 Hz, 1H), 3.96 (s, 3H), 3.24 (s, 3H), 2.03 (s, 3H).

Workup

  1. customThe title compound was prepared following procedure
  2. customAfter purification
  3. customby precipitation from MeOH

Sources & evidence

ORD record
ord-74ed34230287473bb95693d5a34962c7
Source dataset
uspto-grants-2014_07
Patent number
US08791142B2

Reaction notes

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