Hydrochloric Acid → HCID 66958569, compound

HRID 599428Notes

Reaction equation

HRID 599428 reaction equation
Cl.[Cl:2][CH2:3][C:4]1[N:5]([CH2:17][CH2:18][CH2:19][NH:20]C(=O)OC(C)(C)C)[C:6]2[C:15]3[N:14]=[CH:13][CH:12]=[CH:11][C:10]=3[N:9]=[CH:8][C:7]=2[N:16]=1>CO>[ClH:2].[Cl:2][CH2:3][C:4]1[N:5]([CH2:17][CH2:18][CH2:19][NH2:20])[C:6]2[C:15]3[N:14]=[CH:13][CH:12]=[CH:11][C:10]=3[N:9]=[CH:8][C:7]=2[N:16]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66958197HCID 66958197, compound

Product 1

HCID 66958569HCID 66958569, compoundYield 183.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Concentrated hydrochloric acid (15 mL) was added to a suspension of tert-butyl 3-[2-(chloromethyl)-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl]propylcarbamate (8.0 g, 21.3 mmol) in methanol (90 mL). The resulting solution was allowed to stir at room temperature for 72 hours. A solid formed that was isolated by filtration, washed with a minimal amount of methanol, and dried under vacuum to afford 6.11 g of 3-[2-(chloromethyl)-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl]propan-1-amine hydrochloride as a pale yellow solid.

Workup

  1. customA solid formed that
  2. customwas isolated by filtration
  3. washwashed with a minimal amount of methanol
  4. customdried under vacuum

Sources & evidence

ORD record
ord-b58ae24d267041ada8dbb108fa607632
Source dataset
uspto-grants-2011_03
Patent number
US07897767B2

Reaction notes

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