Hydrochloric Acid → Hydrochloric Acid

HRID 449311Notes

Reaction equation

HRID 449311 reaction equation
[ClH:1].[NH2:2][C:3]1[N:8]=[C:7]([C:9]2[CH:18]=[C:17]3[C:12]([CH2:13][CH2:14][N:15](C(OC(C)(C)C)=O)[CH2:16]3)=[CH:11][CH:10]=2)[CH:6]=[C:5]([N:26]2[CH2:31][CH2:30][N:29]([CH3:32])[CH2:28][CH2:27]2)[N:4]=1>O1CCOCC1.CO>[CH3:32][N:29]1[CH2:28][CH2:27][N:26]([C:5]2[CH:6]=[C:7]([C:9]3[CH:18]=[C:17]4[C:12]([CH2:13][CH2:14][NH:15][CH2:16]4)=[CH:11][CH:10]=3)[N:8]=[C:3]([NH2:2])[N:4]=2)[CH2:31][CH2:30]1.[ClH:1]

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 59496680tert-butyl 7-[2-amino-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl]-3,4-dihydroisoquinoline-2(1H)-carboxylate

Product 2

HCID 313Hydrochloric AcidHCID 497794384-(4-Methylpiperazin-1-yl)-6-(1,2,3,4-tetrahydroisoquinolin-7-yl)pyrimidin-2-amine

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

6 mL of 4N HCl in dioxane was added to a solution of tert-butyl 7-[2-amino-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl]-3,4-dihydroisoquinoline-2(1H)-carboxylate (0.90 g, 2.1 mmol) in methanol (5 mL). The mixture was stirred at r.t. for 2 h. The mixture was concentrated under reduced pressure. The residue was washed with ether and dried under vacuum to afford the desired product as an HCl salt (0.83 g). Analytic LCMS (M+H)+: m/z=325.4.

Workup

  1. concentrationThe mixture was concentrated under reduced pressure
  2. washThe residue was washed with ether
  3. customdried under vacuum

Sources & evidence

ORD record
ord-76982313218742ccb3a1a3f9dd696804
Source dataset
uspto-grants-2013_07
Patent number
US08481732B2

Reaction notes

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