Hydrochloric Acid → HCID 46701185, compound

HRID 2090287Notes

Reaction equation

HRID 2090287 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([N:8]2[CH2:17][CH2:16][C:15]3[C:10](=[CH:11][C:12]([C:18]4[CH:19]=[N:20][C:21]([N:24]5[CH2:29][CH2:28][N:27](C(OC(C)(C)C)=O)[CH2:26][CH2:25]5)=[N:22][CH:23]=4)=[CH:13][CH:14]=3)[CH2:9]2)[CH:5]=[C:4]([N:37]2[CH2:42][CH2:41][N:40]([CH3:43])[CH2:39][CH2:38]2)[N:3]=1.Cl.O1CCOCC1>O>[CH3:43][N:40]1[CH2:41][CH2:42][N:37]([C:4]2[CH:5]=[C:6]([N:8]3[CH2:17][CH2:16][C:15]4[C:10](=[CH:11][C:12]([C:18]5[CH:19]=[N:20][C:21]([N:24]6[CH2:25][CH2:26][NH:27][CH2:28][CH2:29]6)=[N:22][CH:23]=5)=[CH:13][CH:14]=4)[CH2:9]3)[N:7]=[C:2]([NH2:1])[N:3]=2)[CH2:38][CH2:39]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 46701123HCID 46701123, compound

Product 1

HCID 46701185HCID 46701185, compound

Reagents, catalysts & solvents 1

HCID 962WaterCatalyst

Procedure

A mixture of tert-butyl 4-(5-{2-[2-amino-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl]-1,2,3,4-tetrahydroisoquinolin-7-yl}pyrimidin-2-yl)piperazine-1-carboxylate (10 mg, 0.02 mmol, Example 8) and a solution of hydrogen chloride in 1,4-dioxane (0.01704 mL, 0.06817 mmol, 4 M) with a few drops of water was stirred at r.t. for 2 hours. The solution was concentrated. The residue was dissolved in MeOH and purified by RP-HPLC (pH=10) to afford the desired compound. LCMS (M+H)+: m/z=487.4.

Workup

  1. concentrationThe solution was concentrated
  2. dissolutionThe residue was dissolved in MeOH
  3. custompurified by RP-HPLC (pH=10)

Sources & evidence

ORD record
ord-0095bbb7088b48ba942fdfdae1232389
Source dataset
uspto-grants-2013_05
Patent number
US08436008B2

Reaction notes

Loading…