Acetic Acid → 5-{4-(1-Methylimidazo[4,5-b]pyridin-2-ylmethoxy)benzyl}thiazolidine-2,4-dione

HRID 1738173Notes

Reaction equation

HRID 1738173 reaction equation
[CH3:1][N:2]1[C:10]2[C:5](=[N:6][CH:7]=[CH:8][CH:9]=2)[N:4]=[C:3]1[CH2:11][O:12][C:13]1[CH:45]=[CH:44][C:16]([CH2:17][CH:18]2[S:22][C:21](=[O:23])[N:20](C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[C:19]2=[O:43])=[CH:15][CH:14]=1.C(O)(=O)C>O>[CH3:1][N:2]1[C:10]2[C:5](=[N:6][CH:7]=[CH:8][CH:9]=2)[N:4]=[C:3]1[CH2:11][O:12][C:13]1[CH:14]=[CH:15][C:16]([CH2:17][CH:18]2[S:22][C:21](=[O:23])[NH:20][C:19]2=[O:43])=[CH:44][CH:45]=1

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 23298341HCID 23298341, compound

Product 1

HCID 232983705-{4-(1-Methylimidazo[4,5-b]pyridin-2-ylmethoxy)benzyl}thiazolidine-2,4-dione

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A procedure similar to that described in Example 12 was repeated, except that 4.1 g of 5-{4-(1-methylimidazo[4,5-b]pyridin-2-ylmethoxy)benzyl}-3-triphenylmethylthiazolidine-2,4-dione (prepared as described in Preparation 31) and 160 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 crystallized by trituration with ethyl acetate, to give 1.45 g of the title compound, melting at 231-232° C.

Sources & evidence

ORD record
ord-897637c0690d4676a83b72d573de098c
Source dataset
uspto-grants-1999_10
Patent number
US05962470

Reaction notes

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