Hydrochloric Acid → HCID 59190788, compound

HRID 418336Notes

Reaction equation

HRID 418336 reaction equation
C(OC([N:8]1[CH2:17][CH2:16][C:15]2[N:14]=[CH:13][C:12]([NH:18][C:19](=[O:40])[C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([CH2:26][NH:27][C:28](=[O:39])[C:29]4[CH:34]=[CH:33][C:32]([O:35][CH3:36])=[C:31]([O:37][CH3:38])[CH:30]=4)[CH:21]=3)=[CH:11][C:10]=2[CH2:9]1)=O)(C)(C)C.Cl.O1CCOCC1>C(Cl)Cl>[CH3:38][O:37][C:31]1[CH:30]=[C:29]([CH:34]=[CH:33][C:32]=1[O:35][CH3:36])[C:28]([NH:27][CH2:26][C:22]1[CH:23]=[CH:24][CH:25]=[C:20]([C:19](=[O:40])[NH:18][C:12]2[CH:13]=[N:14][C:15]3[CH2:16][CH2:17][NH:8][CH2:9][C:10]=3[CH:11]=2)[CH:21]=1)=[O:39]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 59190818HCID 59190818, compound

Product 1

HCID 59190788HCID 59190788, compoundYield 102.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Dissolved 3-{3-[(3,4-dimethoxy-benzoylamino)-methyl]-benzoylamino}-7,8-dihydro-5H-[1,6]naphthyridine-6-carboxylic acid tert-butyl ester (120 mg, 0.22 mmol) in 3 mL CH2Cl2 and added HCl in dioxane (1.00 mL/4.0 mmol). The mixture was stirred overnight resulting in a heterogenous mixture. Concentrated the mixture to dryness to give 100.7 mg of the desired product. MS, electrospray 447.4 (M+H).

Workup

  1. customresulting in a heterogenous mixture
  2. concentrationConcentrated the mixture to dryness

Sources & evidence

ORD record
ord-fb714366b7804640809e6e0691e7c7ad
Source dataset
uspto-grants-2012_01
Patent number
US08093266B2

Reaction notes

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