Acetyl chloride → HCID 86669242, compound

HRID 2366907Notes

Reaction equation

HRID 2366907 reaction equation
[C:1]([N:4]1[C:13]2[C:8](=[CH:9][C:10]([C:14]3[CH:15]=[CH:16][C:17]([N:20]4[CH2:25][CH2:24][N:23](C(OC(C)(C)C)=O)[CH2:22][CH2:21]4)=[N:18][CH:19]=3)=[CH:11][CH:12]=2)[C@H:7]([NH:33][C:34]([O:36][CH:37]([CH3:39])[CH3:38])=[O:35])[CH2:6][C@@H:5]1[CH3:40])(=[O:3])[CH3:2].C([Cl:44])(=O)C>CO>[ClH:44].[C:1]([N:4]1[C:13]2[C:8](=[CH:9][C:10]([C:14]3[CH:19]=[N:18][C:17]([N:20]4[CH2:21][CH2:22][NH:23][CH2:24][CH2:25]4)=[CH:16][CH:15]=3)=[CH:11][CH:12]=2)[C@H:7]([NH:33][C:34](=[O:35])[O:36][CH:37]([CH3:38])[CH3:39])[CH2:6][C@@H:5]1[CH3:40])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 68162169HCID 68162169, compound

Product 1

HCID 86669242HCID 86669242, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The remaining 1,1-dimethylethyl 4-{5-[(cis)-1-acetyl-2-methyl-4-({[(1-methylethyl)oxy]carbonyl}amino)-1,2,3,4-tetrahydro-6-quinolinyl]-2-pyridinyl}-1-piperazinecarboxylate was dissolved in methanol and 0.5 mL acetyl chloride was added. Solvents were evaporated to yield Example 9, 1-methylethyl {(cis)-1-acetyl-2-methyl-6-[6-(1-piperazinyl)-3-pyridinyl]-1,2,3,4-tetrahydro-4-quinolinyl}carbamate hydrochloride as a pale yellow solid (40 mg). LCMS (Method C): Rt=0.59, MH+=452

Workup

  1. customSolvents were evaporated

Sources & evidence

ORD record
ord-8e82b399f3f04767a9411d41d600f616
Source dataset
uspto-grants-2014_04
Patent number
US08697725B2

Reaction notes

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