Hydrochloric Acid → 4-(2-(5-fluoro-1H-indol-4-yl)-6-(piperidin-4-ylmethyl)pyrido[3,2-d]pyrimidin-4-yl)morpholine

HRID 1043613Notes

Reaction equation

HRID 1043613 reaction equation
[F:1][C:2]1[C:3]([C:11]2[N:12]=[C:13]([N:35]3[CH2:40][CH2:39][O:38][CH2:37][CH2:36]3)[C:14]3[N:20]=[C:19]([CH2:21][CH:22]4[CH2:27][CH2:26][N:25](C(OC(C)(C)C)=O)[CH2:24][CH2:23]4)[CH:18]=[CH:17][C:15]=3[N:16]=2)=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[CH:5]2.Cl>O1CCOCC1>[F:1][C:2]1[C:3]([C:11]2[N:12]=[C:13]([N:35]3[CH2:36][CH2:37][O:38][CH2:39][CH2:40]3)[C:14]3[N:20]=[C:19]([CH2:21][CH:22]4[CH2:23][CH2:24][NH:25][CH2:26][CH2:27]4)[CH:18]=[CH:17][C:15]=3[N:16]=2)=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[CH:5]2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 53378677tert-butyl 4-((2-(5-fluoro-1H-indol-4-yl)-4-morpholinopyrido[3,2-d]pyrimidin-6-yl)methyl)piperidine-1-carboxylate

Product 1

HCID 584049944-(2-(5-fluoro-1H-indol-4-yl)-6-(piperidin-4-ylmethyl)pyrido[3,2-d]pyrimidin-4-yl)morpholine

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Crude tert-butyl 4-((2-(5-fluoro-1H-indol-4-yl)-4-morpholinopyrido[3,2-d]pyrimidin-6-yl)methyl)piperidine-1-carboxylate 137 was reacted with 4N HCl in dioxane and purified by reverse phase HPLC to afford 16 mg of 139. MS (Q1) 447.2 (M)+

Workup

  1. custompurified by reverse phase HPLC

Sources & evidence

ORD record
ord-b05e2a8f454645519bcc603ff18bc705
Source dataset
uspto-grants-2013_10
Patent number
US08563540B2

Reaction notes

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