Methanol → benzyl 2-[(2-aminophenyl)carbamoyl]-6,7-dihydro[1,3]thiazolo[5,4-c]pyridine-5(4H)-carboxylate sulfate

HRID 2093117Notes

Reaction equation

HRID 2093117 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9]([C:11]1[S:12][C:13]2[CH2:14][N:15]([C:20](=[O:29])COC3C=CC=CC=3)[CH2:16][CH2:17][C:18]=2[N:19]=1)=[O:10].[S:30](=[O:34])(=[O:33])([OH:32])[OH:31].[CH3:35][OH:36]>>[S:30]([OH:34])([OH:33])(=[O:32])=[O:31].[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9]([C:11]1[S:12][C:13]2[CH2:14][N:15]([C:20]([O:36][CH2:35][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)=[O:29])[CH2:16][CH2:17][C:18]=2[N:19]=1)=[O:10]

Participants

4

Reactant 3

HCID 887Methanol2×HCID 1118Sulfuric AcidHCID 66864298N-(2-aminophenyl)-5-(phenoxyacetyl)-4,5,6,7-tetrahydro[1,3]thiazolo[5,4-c]pyridine-2-carboxamide

Product 1

HCID 66864700benzyl 2-[(2-aminophenyl)carbamoyl]-6,7-dihydro[1,3]thiazolo[5,4-c]pyridine-5(4H)-carboxylate sulfate

Procedure

A solution of N-(2-aminophenyl)-5-(phenoxyacetyl)-4,5,6,7-tetrahydro[1,3]thiazolo[5,4-c]-pyridine-2-carboxamide obtained in example 172 in methanol cooled to 0° C. A solution of sulphuric acid in methanol (1:1) was added slowly and stirred at room temperature for 3 hrs. White precipitated solid was filtered out and dried to afford title compound.

Workup

  1. customWhite precipitated solid
  2. filtrationwas filtered out
  3. customdried

Sources & evidence

ORD record
ord-cc1ac62631814bcb9ca973ecf30e071e
Source dataset
uspto-grants-2013_05
Patent number
US08440830B2

Reaction notes

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