Acetic Acid → HCID 10838316, compound

HRID 1601784Notes

Reaction equation

HRID 1601784 reaction equation
[CH3:1][N:2]1[C:6]2=[N:7][C:8]([S:11][C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[CH:9][CH:10]=[C:5]2[N:4]=[C:3]1[CH2:18][O:19][C:20]1[CH:52]=[CH:51][C:23]([CH2:24][CH:25]2[S:29][C:28](=[O:30])[N:27](C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[C:26]2=[O:50])=[CH:22][CH:21]=1.C(O)(=O)C>O>[CH3:1][N:2]1[C:6]2=[N:7][C:8]([S:11][C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)=[CH:9][CH:10]=[C:5]2[N:4]=[C:3]1[CH2:18][O:19][C:20]1[CH:52]=[CH:51][C:23]([CH2:24][CH:25]2[S:29][C:28](=[O:30])[NH:27][C:26]2=[O:50])=[CH:22][CH:21]=1

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 10723563HCID 10723563, compound

Product 1

HCID 10838316HCID 10838316, compoundYield 97.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A procedure similar to that described in Example 12 was repeated, except that 1.58 g of 5-[4-(3-methyl-5-phenylthio-3H-imidazo[4,5-b]pyridin-2-ylmethoxy)benzyl]-3-triphenylmethylthiazolidine-2,4-dione (prepared as described in Preparation 91) were treated with 20 ml of a 3:1 by volume mixture of acetic acid and water. After working up the product as described in Example 12, the resulting crude product was crystallized by trituration with ethyl acetate, to give 1.02 g of the title compound, melting at 166-168° C.

Workup

  1. customthe resulting crude product was crystallized by trituration with ethyl acetate

Sources & evidence

ORD record
ord-caaa86c2c196456c82cead43df0b2706
Source dataset
uspto-grants-1999_11
Patent number
US05977365

Reaction notes

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