Hydrochloric Acid → 6-[4-(3-aminophenyl)-1-methyl-1H-imidazol-5-yl]thieno[2,3-d]pyrimidin-4-amine

HRID 1453675Notes

Reaction equation

HRID 1453675 reaction equation
Cl.C1(C(=[N:15][C:16]2[CH:17]=[C:18]([C:22]3[N:23]=[CH:24][N:25]([CH3:37])[C:26]=3[C:27]3[S:36][C:30]4[N:31]=[CH:32][N:33]=[C:34]([NH2:35])[C:29]=4[CH:28]=3)[CH:19]=[CH:20][CH:21]=2)C2C=CC=CC=2)C=CC=CC=1>C1COCC1>[NH2:15][C:16]1[CH:17]=[C:18]([C:22]2[N:23]=[CH:24][N:25]([CH3:37])[C:26]=2[C:27]2[S:36][C:30]3[N:31]=[CH:32][N:33]=[C:34]([NH2:35])[C:29]=3[CH:28]=2)[CH:19]=[CH:20][CH:21]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86612957HCID 86612957, compound

Product 1

HCID 690543996-[4-(3-aminophenyl)-1-methyl-1H-imidazol-5-yl]thieno[2,3-d]pyrimidin-4-amineYield 110.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2M HCl (0.75 mL) was added to a solution of 6-(4-{3-[(diphenylmethylene)amino]phenyl}-1-methyl-1H-imidazol-5-yl)thieno[2,3-d]pyrimidin-4-amine (0.45 g) in THF (15 mL), stirred for 10 mins, then partitioned between water and EtOAc. The aqueous layer was separated, basified to pH9 with concentrated aqueous ammonia, extracted with DCM (3×30 mL), combined organics dried, filtered and concentrated in vacuo to give the title compound as a colourless solid (0.33 g, 100%);

Workup

  1. custompartitioned between water and EtOAc
  2. customThe aqueous layer was separated
  3. extractionextracted with DCM (3×30 mL)
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-c88823a9905a4c44a9f2171aa23d92a9
Source dataset
uspto-grants-2009_01
Patent number
US07476677B2

Reaction notes

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