Sodium Hydroxide → HCID 178507968, compound

HRID 2039622Notes

Reaction equation

HRID 2039622 reaction equation
C[O:2][C:3]([C:5]1[C:13]([NH2:14])=[C:12]([Cl:15])[C:8]2[NH:9][CH:10]=[N:11][C:7]=2[CH:6]=1)=[O:4].[OH-].[Na+]>>[NH2:14][C:13]1[C:5]([C:3]([OH:4])=[O:2])=[CH:6][C:7]2[N:11]=[CH:10][NH:9][C:8]=2[C:12]=1[Cl:15]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 178497003HCID 178497003, compound

Product 1

HCID 178507968HCID 178507968, compound

Conditions

Temperature
70 °C

Procedure

See step d) of example H2 starting from 6-amino-7-chloro-1H-benzoimidazole-5-carboxylic acid methyl ester and 2 equivalents of a solution of NaOH 1 N. The reaction is stirred for 18 hours at 70° C. After evaporation, the residue is suspended in EtOAc and H2O, then the aqueous phase is acidified to pH 2-3 with concentrated HCl. The aqueous phase is coevaporated with toluene and the crude reddish solid is used directly in the next step without further purification. LC/MS: 212/214 (M+1)+

Workup

  1. customAfter evaporation
  2. customthe crude reddish solid is used directly in the next step without further purification

Sources & evidence

ORD record
ord-5899e02312c04920b3795937fd97c7f6
Source dataset
uspto-grants-2013_11
Patent number
US08580785B2

Reaction notes

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