Hydrochloric Acid → (R)-4-(4-(4-Ethyl-1-(2-(pyrrolidin-1-yl)ethyl)-1H-imidazol-2-yl)piperidin-1-yl)-5-methyl-5,6-dihydropyrido[2,3-d]pyrimidin-7(8H)-one hydrochloride

HRID 2088905Notes

Reaction equation

HRID 2088905 reaction equation
[ClH:1].O1CCOCC1.[CH2:8]([C:10]1[N:11]=[C:12]([CH:22]2[CH2:27][CH2:26][N:25]([C:28]3[C:29]4[C@H:37]([CH3:38])[CH2:36][C:35](=[O:39])[NH:34][C:30]=4[N:31]=[CH:32][N:33]=3)[CH2:24][CH2:23]2)[N:13]([CH2:15][CH2:16][N:17]2[CH2:21][CH2:20][CH2:19][CH2:18]2)[CH:14]=1)[CH3:9]>ClCCl>[ClH:1].[CH2:8]([C:10]1[N:11]=[C:12]([CH:22]2[CH2:27][CH2:26][N:25]([C:28]3[C:29]4[C@H:37]([CH3:38])[CH2:36][C:35](=[O:39])[NH:34][C:30]=4[N:31]=[CH:32][N:33]=3)[CH2:24][CH2:23]2)[N:13]([CH2:15][CH2:16][N:17]2[CH2:18][CH2:19][CH2:20][CH2:21]2)[CH:14]=1)[CH3:9]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 52913954HCID 52913954, compound

Product 1

HCID 67112328(R)-4-(4-(4-Ethyl-1-(2-(pyrrolidin-1-yl)ethyl)-1H-imidazol-2-yl)piperidin-1-yl)-5-methyl-5,6-dihydropyrido[2,3-d]pyrimidin-7(8H)-one hydrochlorideYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Add 4 M hydrochloric acid in dioxane (28.57 μL, 1.0 eq) to a solution of (R)-4-(4-(4-ethyl-1-(2-(pyrrolidin-1-yl)ethyl)-1H-imidazol-2-yl)piperidin-1-yl)-5-methyl-5,6-dihydropyrido[2,3-d]pyrimidin-7(8H)-one (50.00 mg, 0.11 mmol) in dichloromethane (1 mL) at room temperature and stir for 15 minutes. Concentrate in vacuo to give the title compound (54.00 mg, 100%). MS (ES) m/z=438 [M]+.

Workup

  1. concentrationConcentrate in vacuo

Sources & evidence

ORD record
ord-b23d517bd05842aea166a833f24f1935
Source dataset
uspto-grants-2013_05
Patent number
US08436002B2

Reaction notes

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