Hydrochloric Acid → HCID 46182256, compound

HRID 450580Notes

Reaction equation

HRID 450580 reaction equation
O.[OH-].[Li+].[F:4][C:5]1[CH:10]=[CH:9][C:8]([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)=[C:7]([O:26][CH:27]2[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]2)[CH:6]=1.Cl>O.C1COCC1>[F:4][C:5]1[CH:10]=[CH:9][C:8]([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)=[C:7]([O:26][CH:27]2[CH2:28][CH2:29][NH:30][CH2:31][CH2:32]2)[CH:6]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 46182255HCID 46182255, compound

Product 1

HCID 46182256HCID 46182256, compoundYield 69.6%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

Lithium hydroxide monohydrate (0.05 g, 1.2 mmol) in water (1.0 mL) was added into a stirred suspension of methyl 4-(4-fluoro-2-(piperidin-4-yloxy)phenylamino)-5-methylthieno[2,3-d]pyrimidine-6-carboxylate (0.10 g, 0.2 mmol) in THF (3 mL) and the reaction stirred at ambient temperature overnight. The solution was cooled in an ice-bath and 2N hydrochloric acid added until the solution reached pH 5. The precipitate was collected, washed with water and dried over P2O5 to yield colourless solid (0.056 g, 58%).

Workup

  1. temperatureThe solution was cooled in an ice-bath
  2. customThe precipitate was collected
  3. washwashed with water
  4. dry with materialdried over P2O5

Sources & evidence

ORD record
ord-b6ef5a509a164577a05eadd2526545f7
Source dataset
uspto-grants-2013_07
Patent number
US08486953B2

Reaction notes

Loading…