Hydrochloric Acid → HCID 66802876, compound

HRID 341479Notes

Reaction equation

HRID 341479 reaction equation
C[O:2][C:3]([C:5]1[S:6][C:7]([C:10]2[O:14][N:13]=[C:12]([C:15]3[N:20]=[C:19]([NH2:21])[N:18]=[C:17]([N:22]([CH3:29])[C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)[N:16]=3)[N:11]=2)=[CH:8][CH:9]=1)=[O:4].[OH-].[Na+].Cl>CO>[NH2:21][C:19]1[N:18]=[C:17]([N:22]([CH3:29])[C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)[N:16]=[C:15]([C:12]2[N:11]=[C:10]([C:7]3[S:6][C:5]([C:3]([OH:4])=[O:2])=[CH:9][CH:8]=3)[O:14][N:13]=2)[N:20]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 56941263HCID 56941263, compound

Product 1

HCID 66802876HCID 66802876, compoundYield 46.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred solution of 5-{3-[4-amino-6-(methyl-phenyl-amino)-[1,3,5]triazin-2-yl]-[1,2,4]oxadiazol-5-yl}-thiophene-2-carboxylic acid methyl ester (Example 82, 1.02 g, 2.45 mmol) in methanol (5 mL) was added aqueous sodium hydroxide solution (2M, 5 mL). The mixture was stirred for 18 h then acidified with hydrochloric acid (1M, 10 mL). The precipitate formed was filtered off and dried in vacuo at 50 C for 2 h to give the title compound (450 mg, 46%). Method B HPLC-MS: MH+ requires m/z=396. Found: m/z=396, Rt=1.84 min (68%).

Workup

  1. customThe precipitate formed
  2. filtrationwas filtered off
  3. customdried in vacuo at 50 C for 2 h

Sources & evidence

ORD record
ord-a84dbe7082f64d00877cbe628e3d283e
Source dataset
uspto-grants-2014_11
Patent number
US08895733B2

Reaction notes

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