Hydrochloric Acid → HCID 118036691, compound

HRID 1778104Notes

Reaction equation

HRID 1778104 reaction equation
Cl.[C:2]([O:6][CH2:7][CH2:8][NH:9][C:10]1[C:15]([C:16]#[N:17])=[CH:14][N:13]=[C:12]([NH:18][C:19]([N:21]2[C:30]3[C:25](=[CH:26][C:27]([CH2:36][N:37]4[CH2:42][CH2:41][N:40]([CH3:43])[CH2:39][C:38]4=[O:44])=[C:28]([CH:31](OC)[O:32]C)[N:29]=3)[CH2:24][CH2:23][CH2:22]2)=[O:20])[CH:11]=1)([CH3:5])([CH3:4])[CH3:3].C([O-])(O)=O.[Na+]>C1COCC1>[C:2]([O:6][CH2:7][CH2:8][NH:9][C:10]1[C:15]([C:16]#[N:17])=[CH:14][N:13]=[C:12]([NH:18][C:19]([N:21]2[C:30]3[C:25](=[CH:26][C:27]([CH2:36][N:37]4[CH2:42][CH2:41][N:40]([CH3:43])[CH2:39][C:38]4=[O:44])=[C:28]([CH:31]=[O:32])[N:29]=3)[CH2:24][CH2:23][CH2:22]2)=[O:20])[CH:11]=1)([CH3:5])([CH3:4])[CH3:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 118036857HCID 118036857, compound2×

Product 1

HCID 118036691HCID 118036691, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Hydrochloric acid (4 M, 10.9 ml) was added to a solution of N-(4-((2-(tert-butoxy)ethyl)amino)-5-cyanopyridin-2-yl)-7-(dimethoxymethyl)-6-((4-methyl-2-oxopiperazin-1-yl)methyl)-3,4-dihydro-1,8-naphthyridine-1(2H)-carboxamide (intermediate 120C, 1.3 g, 2.19 mmol) in THF (20 ml) at room temperature. After stirring for 1 h at room temperature, sat. aq. NaHCO3 was added and the mixture extracted with DCM. The combined organic layers were washed with brine, dried over MgSO4 and evaporated. The residue was triturated with Et2O to give the title compound as a white solid.

Workup

  1. extractionthe mixture extracted with DCM
  2. washThe combined organic layers were washed with brine
  3. dry with materialdried over MgSO4
  4. customevaporated
  5. customThe residue was triturated with Et2O

Sources & evidence

ORD record
ord-0976380506ef44568ebea8d105652943
Source dataset
uspto-grants-2016_02
Patent number
US09266883B2

Reaction notes

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