5-(Benzyloxy)-3-p-tolyl-3H-imidazo[4,5-b]pyridine → HCID 178426251, compound

HRID 1890344Notes

Reaction equation

HRID 1890344 reaction equation
C([O:8][C:9]1[N:14]=[C:13]2[N:15]([C:18]3[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][CH:19]=3)[CH:16]=[N:17][C:12]2=[CH:11][CH:10]=1)C1C=CC=CC=1.C(OC1N=C2N=CN(C3C=CC(C)=CC=3)C2=CC=1)C1C=CC=CC=1>>[C:21]1([CH3:24])[CH:20]=[CH:19][C:18]([N:15]2[C:13]3=[N:14][C:9]([OH:8])=[CH:10][CH:11]=[C:12]3[N:17]=[CH:16]2)=[CH:23][CH:22]=1

Participants

3

Reactant 2

HCID 673118605-(Benzyloxy)-3-p-tolyl-3H-imidazo[4,5-b]pyridineHCID 673139335-(benzyloxy)-1-p-tolyl-1H-imidazo[4,5-b]pyridine

Product 1

HCID 178426251HCID 178426251, compound

Procedure

From the mixture of 5-(benzyloxy)-3-p-tolyl-3H-imidazo[4,5-b]pyridine and 5-(benzyloxy)-1-p-tolyl-1H-imidazo[4,5-b]pyridine, the benzyl group was removed as described in Example 1.11, Step B. Purification by preparative HPLC gave the title compound as a white solid. 1H NMR (400 MHz, methanol-d4) δ ppm 2.41 (s, 3H), 6.70 (d, J=8.8 Hz, 1H), 7.36 (d, J=8.3 Hz, 2H), 7.67 (d, J=8.3 Hz, 2H), 7.95 (d, J=8.6 Hz, 1H), 8.43 (s, 1H).

Workup

  1. customthe benzyl group was removed
  2. customPurification by preparative HPLC

Sources & evidence

ORD record
ord-d0ffba72346248c3b5d8840be12ad88b
Source dataset
uspto-grants-2013_08
Patent number
US08507473B2

Reaction notes

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