Triethylamine → HCID 59830376, compound

HRID 1619731Notes

Reaction equation

HRID 1619731 reaction equation
Cl[C:2]1([CH:8]=[N:9][OH:10])[CH:7]=[CH:6][CH:5]=[CH:4][CH2:3]1.[C:11]([O:15][C:16]([N:18]1[CH2:23][CH2:22][C:21](=[CH2:24])[CH2:20][CH2:19]1)=[O:17])([CH3:14])([CH3:13])[CH3:12].C(N(CC)CC)C>C(Cl)Cl>[C:11]([O:15][C:16]([N:18]1[CH2:23][CH2:22][C:21]2([O:10][N:9]=[C:8]([C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[CH2:24]2)[CH2:20][CH2:19]1)=[O:17])([CH3:13])([CH3:12])[CH3:14]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 27568081-Boc-4-MethylenepiperidineHCID 86624330HCID 86624330, compound

Product 1

HCID 59830376HCID 59830376, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent3×

Procedure

A solution of 1-chloro-1-hydroxyiminomethylbenzene (C) (93.6 g, 601 mmol) in DCM (400 ml) was slowly added dropwise to a solution of 4-methylene piperidine-1-carboxylic acid tert-butyl ester (B) (39.5 g, 200 mmol) in DCM (400 ml) at 0° C. A solution of triethylamine (6.7 ml) in DCM (400 ml) was then slowly added dropwise and the resulting mixture was stirred for 48 hours at RT.

Sources & evidence

ORD record
ord-b6131c1227e347359d2a8f6d31fd5334
Source dataset
uspto-grants-2014_07
Patent number
US08772307B2

Reaction notes

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