Hydrochloric Acid → HCID 90449331, compound

HRID 925518Notes

Reaction equation

HRID 925518 reaction equation
[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([C:9]2[CH:18]=[CH:17][C:16]3[N:15]=[CH:14][C:13]4[CH2:19][N:20]([CH3:37])[C:21](=[O:36])[N:22]([CH:23]5[CH2:28][CH2:27][N:26](C(OC(C)(C)C)=O)[CH2:25][CH2:24]5)[C:12]=4[C:11]=3[N:10]=2)=[CH:5][CH:4]=1.[ClH:38]>ClCCl>[ClH:38].[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([C:9]2[CH:18]=[CH:17][C:16]3[N:15]=[CH:14][C:13]4[CH2:19][N:20]([CH3:37])[C:21](=[O:36])[N:22]([CH:23]5[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]5)[C:12]=4[C:11]=3[N:10]=2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 89589799HCID 89589799, compound

Product 1

HCID 90449331HCID 90449331, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-butyl 4-(9-(6-methoxypyridin-3-yl)-3-methyl-2-oxo-3,4-dihydropyrimido[5,4-c][1,5]naphthyridin-1(2H)-yl)piperidine-1-carboxylate (75 mg, 0.149 mmol) was dissolved in dichloromethane (10 mL), hydrogen chloride gas was blown to the system for 0.5 h, and a solid was precipitated. The reaction mixture was filtered, the filter cake was washed sequentially with dichloromethane and diethyl ether, and the resulting solid was dried to give 50 mg of the titled compound.

Workup

  1. customa solid was precipitated
  2. filtrationThe reaction mixture was filtered
  3. washthe filter cake was washed sequentially with dichloromethane and diethyl ether
  4. customthe resulting solid was dried

Sources & evidence

ORD record
ord-25375744eefa4042a88cbc47e3d27117
Source dataset
uspto-grants-2016_03
Patent number
US09284315B2

Reaction notes

Loading…