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Hydrochloric Acid → 4-(2-Chloro-6-(piperidin-4-ylmethyl)pyrido[3,2-d]pyrimidin-4-yl)morpholine

HRID 2091905
Notes
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Reaction equation

HRID 2091905 reaction equation
[Cl:1][C:2]1[N:3]=[C:4]([N:26]2[CH2:31][CH2:30][O:29][CH2:28][CH2:27]2)[C:5]2[N:11]=[C:10]([CH2:12][CH:13]3[CH2:18][CH2:17][N:16](C(OC(C)(C)C)=O)[CH2:15][CH2:14]3)[CH:9]=[CH:8][C:6]=2[N:7]=1.Cl>C(Cl)Cl.O1CCOCC1>[Cl:1][C:2]1[N:3]=[C:4]([N:26]2[CH2:27][CH2:28][O:29][CH2:30][CH2:31]2)[C:5]2[N:11]=[C:10]([CH2:12][CH:13]3[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]3)[CH:9]=[CH:8][C:6]=2[N:7]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 58404998Tert-butyl 4-((2-chloro-4-morpholinopyrido[3,2-d]pyrimidin-6-yl)methyl)piperidine-1-carboxylate

Product 1

HCID 584049524-(2-Chloro-6-(piperidin-4-ylmethyl)pyrido[3,2-d]pyrimidin-4-yl)morpholine

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-Dioxane
Solvent

Procedure

tert-butyl 4-((2-chloro-4-morpholinopyrido[3,2-d]pyrimidin-6-yl)methyl)piperidine-1-carboxylate from Example 137 (0.33 g) in DCM (5 mL) was treated with 4N HCl in dioxane (0.9 mL) for 30 minutes at room temperature. The reaction mixture was concentrated to dryness to afford quantitative yield of 4-(2-chloro-6-(piperidin-4-ylmethyl)pyrido[3,2-d]pyrimidin-4-yl)morpholine.

Workup

  1. concentrationThe reaction mixture was concentrated to dryness

Sources & evidence

ORD record
ord-98ca8f21b95945cf971e07fa2369d752
Source dataset
uspto-grants-2013_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08440651B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes