Hydrochloric Acid → 4-(6-methoxy-4-(piperazin-1-yl)naphthalen-2-yl)-N-methylpyrimidin-2-amine hydrochloride

HRID 1921983Notes

Reaction equation

HRID 1921983 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[C:8]([C:26]3[CH:31]=[CH:30][N:29]=[C:28]([NH:32][CH3:33])[N:27]=3)[CH:9]=[C:10]2[N:13]2[CH2:18][CH2:17][N:16](C(OC(C)(C)C)=O)[CH2:15][CH2:14]2)=[CH:5][CH:4]=1.[ClH:34]>ClCCl.O1CCOCC1>[ClH:34].[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6](=[CH:5][CH:4]=1)[CH:7]=[C:8]([C:26]1[CH:31]=[CH:30][N:29]=[C:28]([NH:32][CH3:33])[N:27]=1)[CH:9]=[C:10]2[N:13]1[CH2:14][CH2:15][NH:16][CH2:17][CH2:18]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 53257824Tert-butyl 4-(7-methoxy-3-(2-(methylamino)pyrimidin-4-yl)naphthalen-1-yl)piperazine-1-carboxylate

Product 1

HCID 673058424-(6-methoxy-4-(piperazin-1-yl)naphthalen-2-yl)-N-methylpyrimidin-2-amine hydrochloride

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

Tert-butyl 4-(7-methoxy-3-(2-(methylamino)pyrimidin-4-yl)naphthalen-1-yl)piperazine-1-carboxylate was dissolved in dichloromethane (25 ml) and 4.0 M HCl in dioxane (10 ml) was added to the reaction. The reaction was allowed to stir at room temperature for 15 hours and 4-(6-methoxy-4-(piperazin-1-yl)naphthalen-2-yl)-N-methylpyrimidin-2-amine hydrochloride 112 was isolated by filtration as a yellow solid (1.27 g). LC/MS (m/z): 350 [M+H].

Sources & evidence

ORD record
ord-89f3dce6dd34434a9c686a00f71fc77c
Source dataset
uspto-grants-2012_05
Patent number
US08173808B2

Reaction notes

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