Glycolic Acid → HCID 10849735, compound

HRID 1599325Notes

Reaction equation

HRID 1599325 reaction equation
[NH2:1][C:2]1[C:3]([NH:15][CH3:16])=[N:4][C:5]([S:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:6][CH:7]=1.[C:17]([OH:21])(=O)[CH2:18]O>>[OH:21][CH2:17][C:18]1[N:15]([CH3:16])[C:3]2[C:2]([N:1]=1)=[CH:7][CH:6]=[C:5]([S:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[N:4]=2

Participants

3

Reactant 2

HCID 757Glycolic AcidHCID 105137093-Amino-2-methylamino-6-phenylthiopyridine

Product 1

HCID 10849735HCID 10849735, compoundYield 58.6%

Procedure

A procedure similar to that described in Preparation 43 was repeated, except that 2.62 g of 3-amino-2-methylamino-6-phenylthiopyridine (prepared as described in Preparation 89) and 2.58 g of glycolic acid were used, and that the product was purified by column chromatography through silica gel, using a gradient elution method, with mixtures of ethyl acetate and methanol in ratios ranging from 50:1 to 10:1 by volume as the eluent, to give 1.80 g of the title compound, melting at 119°-120° C.

Workup

  1. customA procedure similar to that described in Preparation 43
  2. customthat the product was purified by column chromatography through silica gel
  3. washa gradient elution method

Sources & evidence

ORD record
ord-64b54b5bab8a49d5a5b12d6338645b92
Source dataset
uspto-grants-1998_04
Patent number
US05739345

Reaction notes

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