Methanol → HCID 58378278, compound

HRID 1622327Notes

Reaction equation

HRID 1622327 reaction equation
[CH2:1]([O:8][C:9]([N:11]1[CH2:16][CH2:15][N:14]([C:17]([CH:19]2[CH2:24][CH2:23][N:22](C(OC(C)(C)C)=O)[CH2:21][CH2:20]2)=[O:18])[CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CO.C(Cl)(Cl)[Cl:35]>O1CCOCC1>[ClH:35].[NH:22]1[CH2:23][CH2:24][CH:19]([C:17]([N:14]2[CH2:13][CH2:12][N:11]([C:9]([O:8][CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)=[O:10])[CH2:16][CH2:15]2)=[O:18])[CH2:20][CH2:21]1

Participants

6

Reactant 3

HCID 887MethanolHCID 6212ChloroformHCID 67218877HCID 67218877, compound

Product 2

HCID 313Hydrochloric AcidHCID 58378278HCID 58378278, compoundYield 46%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

General procedure B was subsequently followed using benzyl-4-(1-(tert-butoxycarbonyl)piperidine-4-carbonyl)piperazine-1-carboxylate (330 mg), MeOH (10 mL) and a 4 M solution of hydrogen chloride in 1,4-dioxane (10 mL) to furnish the title compound 12 as a white solid (120 mg, 46%), umax (CHCl3)/cm−1 3016, 2949, 1699, 1639, 1431, 1250, 1227, 1125, 1019; m/z (ESI) C18H26N3O3 requires 332.1969, found [M+H]+ 332.1968.

Sources & evidence

ORD record
ord-376d4f047ed448e78f092564b6a93f22
Source dataset
uspto-grants-2014_07
Patent number
US08778925B2

Reaction notes

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