Hydrochloric Acid → HCID 86673153, compound

HRID 570483Notes

Reaction equation

HRID 570483 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([NH:10][C:11]2[CH:12]=[C:13]([CH:23]=[CH:24][CH:25]=2)[CH2:14][NH:15]C(=O)OC(C)(C)C)=[O:9])[CH:5]=[CH:4][N:3]=1.Cl>C(Cl)Cl.O1CCOCC1>[NH2:15][CH2:14][C:13]1[CH:12]=[C:11]([NH:10][C:8]([C:6]2[CH:5]=[CH:4][N:3]=[C:2]([Cl:1])[CH:7]=2)=[O:9])[CH:25]=[CH:24][CH:23]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86673154HCID 86673154, compound

Product 1

HCID 86673153HCID 86673153, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of tert-butyl (3-{[(2-chloropyridin-4 yl)carbonyl]amino}benzyl)carbamate in methylene chloride (10 mL) at 0° C. was added 4 M HCl in dioxane (10 mL). The solution was allowed to warm to room temperature and stirred for 18 h. The reaction was concentrated in vacuo to dryness. Methanol was added and removed in vacuo (3×) to afford N-[3-(aminomethyl)phenyl]-2-chloropyridine-4-carboxamide.

Workup

  1. concentrationThe reaction was concentrated in vacuo to dryness
  2. additionMethanol was added
  3. customremoved in vacuo (3×)

Sources & evidence

ORD record
ord-c7a0e8121d3c4bf0ab27a598a50ee2cf
Source dataset
uspto-grants-2015_05
Patent number
US09023847B2

Reaction notes

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