Pyridinium chloride → 4'-(3,4-dimethyl-2-oxo-2,3-dihydro-benzoxazole-6-carbonyl)-4-(2-oxo-2,3-dihydro-imidazo[4,5-b]pyridin-1-yl)-3,4,5,6-tetrahydro-2H,1'H-[1,2']bipyridinyl-6'-one

HRID 469382Notes

Reaction equation

HRID 469382 reaction equation
C([O:8][C:9]1[N:14]=[C:13]([N:15]2[CH2:20][CH2:19][CH:18]([N:21]3[C:29]4[C:24](=[N:25][CH:26]=[CH:27][CH:28]=4)[NH:23][C:22]3=[O:30])[CH2:17][CH2:16]2)[CH:12]=[C:11]([C:31]([C:33]2[CH:43]=[C:42]([CH3:44])[C:36]3[N:37]([CH3:41])[C:38](=[O:40])[O:39][C:35]=3[CH:34]=2)=[O:32])[CH:10]=1)C1C=CC=CC=1.Cl.N1C=CC=CC=1>>[CH3:41][N:37]1[C:36]2[C:42]([CH3:44])=[CH:43][C:33]([C:31]([C:11]3[CH:12]=[C:13]([N:15]4[CH2:16][CH2:17][CH:18]([N:21]5[C:29]6[C:24](=[N:25][CH:26]=[CH:27][CH:28]=6)[NH:23][C:22]5=[O:30])[CH2:19][CH2:20]4)[NH:14][C:9](=[O:8])[CH:10]=3)=[O:32])=[CH:34][C:35]=2[O:39][C:38]1=[O:40]

Participants

3

Reactant 2

HCID 10176127Pyridinium chlorideHCID 252666191-[6'-benzyloxy-4'-(3,4-dimethyl-2-oxo-2,3-dihydro-benzoxazole-6-carbonyl)-3,4,5,6-tetra-hydro-2H-[1,2']bipyridinyl-4-yl]-1,3-dihydro-imidazo[4,5-b]pyridin-2-one

Product 1

HCID 252687434'-(3,4-dimethyl-2-oxo-2,3-dihydro-benzoxazole-6-carbonyl)-4-(2-oxo-2,3-dihydro-imidazo[4,5-b]pyridin-1-yl)-3,4,5,6-tetrahydro-2H,1'H-[1,2']bipyridinyl-6'-one

Procedure

20 mg (0.034 mmol) 1-[6′-benzyloxy-4′-(3,4-dimethyl-2-oxo-2,3-dihydro-benzoxazole-6-carbonyl)-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-yl]-1,3-dihydro-imidazo[4,5-b]pyridin-2-one in 0.10 g (0.87 mmol) pyridine hydrochloride were kept in a melt for 4 min. After cooling the mixture was purified by preparative HPLC-MS. The fractions containing the product were combined and freeze-dried.

Workup

  1. temperatureAfter cooling the mixture
  2. customwas purified by preparative HPLC-MS
  3. additionThe fractions containing the product
  4. customfreeze-dried

Sources & evidence

ORD record
ord-173b29fa4fae4b63a474c7b736479fbf
Source dataset
uspto-grants-2014_01
Patent number
US08629137B2

Reaction notes

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