HCID 89690921, compound → HCID 89691000, compound

HRID 2203061Notes

Reaction equation

C(C1N(C)C2C=C(N3C=CC(OCC4C=C([F:26])SC=4)=CC3=O)C=CC=2N=1)C.[CH2:28]([C:30]1[N:34]([CH3:35])[C:33]2[CH:36]=[C:37]([N:40]3[CH:45]=[CH:44][C:43]([O:46][CH2:47][C:48]4[CH:52]=[CH:51][S:50][CH:49]=4)=[CH:42][C:41]3=[O:53])[CH:38]=[CH:39][C:32]=2[N:31]=1)[CH3:29]>>[CH2:28]([C:30]1[N:34]([CH3:35])[C:33]2[CH:36]=[C:37]([N:40]3[CH:45]=[CH:44][C:43]([O:46][CH2:47][C:48]4[CH:52]=[CH:51][S:50][C:49]=4[F:26])=[CH:42][C:41]3=[O:53])[CH:38]=[CH:39][C:32]=2[N:31]=1)[CH3:29]

Participants

Reactant 2

HCID 89690921HCID 89690921, compound

HCID 89690971HCID 89690971, compound

Product 1

HCID 89691000HCID 89691000, compound

Procedure

A mixture of the title compound, 1-(2-ethyl-1-methyl-1H-benzimidazol-6-yl)-4-((5-fluoro-3-thienyl)methoxy)pyridin-2(1H)-one and 1-(2-ethyl-1-methyl-1H-benzimidazol-6-yl)-4-(3-thienylmethoxy)pyridin-2(1H)-one obtained in step B in example 231 was subjected to HPLC separation (C18, mobile phase: H2O/CH3CN (0.1% TFA included)). The desired fraction was neutralized with saturated NaHCO3 solution and extracted with EtOAc. The organic layer was separated, dried over MgSO4 and concentrated in vacuo to give the title compound (1.8 mg) as a white solid.

Sources & evidence

ORD record: ord-bd2a1716b5c049cda958215564cd7e67
Source dataset: uspto-grants-2016_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09365540B2

Reaction notes

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