HCID 58902242, compound → HCID 58902268, compound

HRID 1640216Notes

Reaction equation

HRID 1640216 reaction equation
[CH:1]1([C:4]([NH:6][C:7]2[CH:12]=[C:11]([O:13][C:14]3[CH:23]=[C:22]4[C:17]([CH2:18][CH2:19][N:20](C(OC(C)(C)C)=O)[CH2:21]4)=[CH:16][CH:15]=3)[CH:10]=[CH:9][N:8]=2)=[O:5])[CH2:3][CH2:2]1>Cl.O1CCOCC1>[CH2:21]1[C:22]2[C:17](=[CH:16][CH:15]=[C:14]([O:13][C:11]3[CH:10]=[CH:9][N:8]=[C:7]([NH:6][C:4]([CH:1]4[CH2:2][CH2:3]4)=[O:5])[CH:12]=3)[CH:23]=2)[CH2:18][CH2:19][NH:20]1

Participants

4

Reactant 1

HCID 58902242HCID 58902242, compound

Product 1

HCID 58902268HCID 58902268, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of tert-butyl 7-({2-[(cyclopropylcarbonyl)amino]pyridin-4-yl}oxy)-3,4-dihydroisoquinoline-2(1H)-carboxylate (2.22 g, 0.0051 mol) in 4M of HCl in 1,4-Dioxane (20 mL) was allowed to stir at rt for 30 min. The reaction mixture was concentrated to give N-[4-(1,2,3,4-tetrahydroisoquinolin-7-yloxy)pyridin-2-yl]cyclopropanecarboxamnide. LCMS: (FA) ES+310.3.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customto give N-[4-(1,2,3,4-tetrahydroisoquinolin-7-yloxy)pyridin-2-yl]cyclopropanecarboxamnide

Sources & evidence

ORD record
ord-2aa31ca348ca429f831b692896e5ffba
Source dataset
uspto-grants-2012_02
Patent number
US08110687B2

Reaction notes

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