HCID 117856350, compound → HCID 117856173, compound

HRID 509920Notes

Reaction equation

HRID 509920 reaction equation
[Cl-].[NH2:2][C:3]1[C:4]([C:11]([NH:13][CH:14]2[CH2:19][CH2:18][CH2:17][N+:16]([CH2:31][C:32]([O:34]CC)=[O:33])([CH2:20][CH2:21][CH2:22][C:23]3[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[CH:25][CH:24]=3)[CH2:15]2)=[O:12])=[N:5][C:6]([Cl:10])=[C:7]([NH2:9])[N:8]=1>Cl>[Cl-:10].[C:32]([CH2:31][N+:16]1([CH2:20][CH2:21][CH2:22][C:23]2[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[CH:25][CH:24]=2)[CH2:17][CH2:18][CH2:19][CH:14]([NH:13][C:11]([C:4]2[C:3]([NH2:2])=[N:8][C:7]([NH2:9])=[C:6]([Cl:10])[N:5]=2)=[O:12])[CH2:15]1)([OH:34])=[O:33]

Participants

3

Reactant 1

HCID 117856350HCID 117856350, compound

Product 1

HCID 117856173HCID 117856173, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of 3-[(3,5-diamino-6-chloro-pyrazine-2-carbonyl)-amino]-1-ethoxycarbonylmethyl-1-[3-(4-methoxy-phenyl)-propyl]-piperidinium chloride (Example 3.1, 30 mg, 0.06 mmol) in hydrochloric acid (6 M, 1 mL) is heated at 60° C. for 36 hours. Volatiles are removed by freeze-drying. The resulting amorphous solid is triturated with diethyl ether and dried under vacuum at 50° C. Yield: 21 mg. IC50>1 μM

Workup

  1. customVolatiles are removed
  2. customby freeze-drying
  3. customThe resulting amorphous solid is triturated with diethyl ether
  4. customdried under vacuum at 50° C

Sources & evidence

ORD record
ord-b1a011575a544ad2bf78d55d871ca438
Source dataset
uspto-grants-2015_08
Patent number
US09096548B2

Reaction notes

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