Hydrochloric Acid → 4-(9-methyl-2-(2-methyl-1H-benzo[d]imidazol-1-yl)-8-(piperidin-4-ylmethyl)-9H-purin-6-yl)morpholine

HRID 1923216Notes

Reaction equation

HRID 1923216 reaction equation
[CH3:1][N:2]1[C:10]([CH2:11][CH:12]2[CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14][CH2:13]2)=[N:9][C:8]2[C:3]1=[N:4][C:5]([N:31]1[C:35]3[CH:36]=[CH:37][CH:38]=[CH:39][C:34]=3[N:33]=[C:32]1[CH3:40])=[N:6][C:7]=2[N:25]1[CH2:30][CH2:29][O:28][CH2:27][CH2:26]1.Cl>O1CCOCC1>[CH3:1][N:2]1[C:10]([CH2:11][CH:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)=[N:9][C:8]2[C:3]1=[N:4][C:5]([N:31]1[C:35]3[CH:36]=[CH:37][CH:38]=[CH:39][C:34]=3[N:33]=[C:32]1[CH3:40])=[N:6][C:7]=2[N:25]1[CH2:26][CH2:27][O:28][CH2:29][CH2:30]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 59605471tert-butyl 4-((9-methyl-2-(2-methyl-1H-benzo[d]imidazol-1-yl)-6-morpholino-9H-purin-8-yl)methyl)piperidine-1-carboxylate

Product 1

HCID 596056364-(9-methyl-2-(2-methyl-1H-benzo[d]imidazol-1-yl)-8-(piperidin-4-ylmethyl)-9H-purin-6-yl)morpholine

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a solution of tert-butyl 4-((9-methyl-2-(2-methyl-1H-benzo[d]imidazol-1-yl)-6-morpholino-9H-purin-8-yl)methyl)piperidine-1-carboxylate (0.36 g, 0.66 mmol) in 1,4-dioxane (10 mL) was added a 4M solution of hydrogen chloride in 1,4-dioxane. The reaction mixture was then stirred at room temperature for 1 hour. The resulting suspension was then filtered. The collected solid was washed 1,4-dioxane and dried under vacuum to give 520 (hydrochloride salt) as an off-white solid (0.34 g, quant.). LCMS m/z: 484.2 (MH+)

Workup

  1. filtrationThe resulting suspension was then filtered
  2. washThe collected solid was washed 1,4-dioxane
  3. customdried under vacuum

Sources & evidence

ORD record
ord-2399b626ea8442e2adb1f5aac0083f9a
Source dataset
uspto-grants-2012_05
Patent number
US08173650B2

Reaction notes

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