Hydrochloric Acid → Hydrochloric Acid

HRID 510968Notes

Reaction equation

HRID 510968 reaction equation
Cl.O1CCOCC1.[Cl:8][C:9]1[C:10]([CH3:48])=[C:11]([CH:35]2[CH2:40][CH2:39][N:38](C(OC(C)(C)C)=O)[CH2:37][CH2:36]2)[C:12]([O:33][CH3:34])=[C:13]([CH:15]([NH:17][C:18]2[N:26]=[CH:25][N:24]=[C:23]3[C:19]=2[N:20]=[CH:21][N:22]3C2CCCCO2)[CH3:16])[CH:14]=1.C(Cl)[Cl:50]>>[Cl:8][C:9]1[C:10]([CH3:48])=[C:11]([CH:35]2[CH2:40][CH2:39][NH:38][CH2:37][CH2:36]2)[C:12]([O:33][CH3:34])=[C:13]([CH:15]([NH:17][C:18]2[N:26]=[CH:25][N:24]=[C:23]3[C:19]=2[N:20]=[CH:21][NH:22]3)[CH3:16])[CH:14]=1.[ClH:50]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 312751,4-DioxaneHCID 86666880tert-Butyl 4-[3-chloro-6-methoxy-2-methyl-5-(1-{[9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-yl]amino}ethyl)phenyl]piperidine-1-carboxylate

Product 2

HCID 313Hydrochloric AcidHCID 178492186N-[1-(5-Chloro-2-methoxy-4-methyl-3-piperidin-4-ylphenyl)ethyl]-9H-purin-6-amine

Procedure

4.0 M HCl in dioxane (2.0 mL, 8 mmol) was added to a solution of tert-butyl 4-[3-chloro-6-methoxy-2-methyl-5-(1-{[9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-yl]amino}ethyl)phenyl]piperidine-1-carboxylate (250 mg, 0.43 mmol) in methylene chloride (1.0 mL, 16 mmol) and the reaction was stirred at room temperature for 1 hour. The solvent was removed to provide the desired product as HCl salt which was used in the next step without further purification. LCMS calculated for C20H26ClN6O (M+H)+: m/z=401.2. found: =401.2.

Workup

  1. customThe solvent was removed

Sources & evidence

ORD record
ord-b4c7f366b93c4b12afd8c1a62480584c
Source dataset
uspto-grants-2015_08
Patent number
US09096600B2

Reaction notes

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