Acetic Acid → HCID 10673545, compound

HRID 1601778Notes

Reaction equation

HRID 1601778 reaction equation
[C:1]1([C:7]2[CH:57]=[CH:56][C:10]([CH2:11][N:12]3[C:16]4=[N:17][CH:18]=[CH:19][CH:20]=[C:15]4[N:14]=[C:13]3[CH2:21][O:22][C:23]3[CH:55]=[CH:54][C:26]([CH2:27][CH:28]4[S:32][C:31](=[O:33])[N:30](C(C5C=CC=CC=5)(C5C=CC=CC=5)C5C=CC=CC=5)[C:29]4=[O:53])=[CH:25][CH:24]=3)=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(O)(=O)C>O>[C:1]1([C:7]2[CH:57]=[CH:56][C:10]([CH2:11][N:12]3[C:16]4=[N:17][CH:18]=[CH:19][CH:20]=[C:15]4[N:14]=[C:13]3[CH2:21][O:22][C:23]3[CH:55]=[CH:54][C:26]([CH2:27][CH:28]4[S:32][C:31](=[O:33])[NH:30][C:29]4=[O:53])=[CH:25][CH:24]=3)=[CH:9][CH:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 10509356HCID 10509356, compound

Product 1

HCID 10673545HCID 10673545, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A procedure similar to that described in Example 12 was repeated, except that 0.9 g of 5-(4-{3-(4-phenylbenzyl)-3H-imidazo[4,5-b]pyridin-2-ylmethoxy}benzyl)-3-triphenylmethylthiazolidine-2,4-dione (prepared as described in Preparation 55) and 36 ml of a 3:1 by volume mixture of acetic acid and water were used, to give the title compound as a crude product. This crude product was purified by column chromatography through silica gel, using a 1:3 by volume mixture of hexane and ethyl acetate as the eluent, to give 450 mg of the title compound, melting at 189-191° C.

Sources & evidence

ORD record
ord-fdb4db502a334bfcaf28bd7c89c3333f
Source dataset
uspto-grants-1999_11
Patent number
US05977365

Reaction notes

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