Benzyl 4-(8-amino-1-iodoimidazo[1,5-a]pyrazin-3-yl)piperidine-1-carboxylate → 1-Iodo-3-piperidin-4-yl-imidazo[1,5-a]pyrazin-8-ylamine

HRID 449006Notes

Reaction equation

HRID 449006 reaction equation
[NH2:1][C:2]1[C:3]2[N:4]([C:8]([CH:12]3[CH2:17][CH2:16][N:15](C(OCC4C=CC=CC=4)=O)[CH2:14][CH2:13]3)=[N:9][C:10]=2[I:11])[CH:5]=[CH:6][N:7]=1>Cl.O>[I:11][C:10]1[N:9]=[C:8]([CH:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)[N:4]2[CH:5]=[CH:6][N:7]=[C:2]([NH2:1])[C:3]=12

Participants

4

Reactant 1

HCID 42609369Benzyl 4-(8-amino-1-iodoimidazo[1,5-a]pyrazin-3-yl)piperidine-1-carboxylate

Product 1

HCID 669156041-Iodo-3-piperidin-4-yl-imidazo[1,5-a]pyrazin-8-ylamine

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Procedure

Benzyl 4-(8-amino-1-iodoimidazo[1,5-a]pyrazin-3-yl)piperidine-1-carboxylate (1.00 g. 2.10 mmol) was dissolved in concentrated HCl (30 mL) at 0° C. The reaction was stirred at rt. overnight. The reaction mixture was diluted with water (30 mL) and washed with EtOAc (30 mL×3), the aqueous phase was removed under reduced pressure to give a residue which was used for next step without further purification. MS (ES+): m/z 343.78 [MH+].

Workup

  1. customovernight
  2. washwashed with EtOAc (30 mL×3)
  3. customthe aqueous phase was removed under reduced pressure
  4. customto give a residue which
  5. customwas used for next step without further purification

Sources & evidence

ORD record
ord-21db844cb7ed4bb3bea30b32ccc1c4b5
Source dataset
uspto-grants-2013_07
Patent number
US08481733B2

Reaction notes

Loading…