Hydrochloric Acid → HCID 46182084, compound

HRID 450563Notes

Reaction equation

HRID 450563 reaction equation
[CH:1]([O:4][C:5]1[C:10]([NH:11][C:12]2[C:13]3[C:20]([CH3:21])=[C:19]([C:22]([O:24]C)=[O:23])[S:18][C:14]=3[N:15]=[CH:16][N:17]=2)=[CH:9][CH:8]=[CH:7][N:6]=1)([CH3:3])[CH3:2].[OH-].[Na+].Cl>CO>[CH:1]([O:4][C:5]1[C:10]([NH:11][C:12]2[C:13]3[C:20]([CH3:21])=[C:19]([C:22]([OH:24])=[O:23])[S:18][C:14]=3[N:15]=[CH:16][N:17]=2)=[CH:9][CH:8]=[CH:7][N:6]=1)([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 58413283HCID 58413283, compound

Product 1

HCID 46182084HCID 46182084, compoundYield 76.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

Methyl 4-(2-iso-propoxypyridin-3-ylamino)-5-methylthieno[2,3-d]pyrimidine-6-carboxylate (2.04 g, 5.7 mmol) was suspended in MeOH (24 mL). Into this solution was added a solution of aqueous 2M sodium hydroxide (6.0 mL, 12 mmol) and the reaction stirred at 60° C. for 1 hour. The solution was cooled in an ice-bath and concentrated hydrochloric acid added until the solution reached pH 5. The precipitate was collected, washed with water and dried to yield off-white solid (1.50 g, 76%).

Workup

  1. temperatureThe solution was cooled in an ice-bath
  2. customThe precipitate was collected
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-dafcb2a7ef5e4b52a7744be0d270c28c
Source dataset
uspto-grants-2013_07
Patent number
US08486953B2

Reaction notes

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