2-Chlorophenylhydrazine hydrochloride → HCID 58378148, compound

HRID 1875570Notes

Reaction equation

HRID 1875570 reaction equation
C[N:2]([CH:4]=[C:5]1[C:10](=O)[CH2:9][CH2:8][N:7]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:6]1)C.Cl.[Cl:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[NH:27]N>>[Cl:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[N:27]1[C:10]2[CH2:9][CH2:8][N:7]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:6][C:5]=2[CH:4]=[N:2]1

Participants

3

Reactant 2

HCID 4432872-Chlorophenylhydrazine hydrochlorideHCID 53395404tert-butyl 3-[(dimethylamino)methylene]-4-oxotetrahydro-1(2H)-pyridinecarboxylate

Product 1

HCID 58378148HCID 58378148, compound

Procedure

Tert-butyl 3-((dimethylamino)methylene)-4-oxopiperidine-1-carboxylate (Example 32, Step A, 2.0 g) was reacted with 2-chlorophenyl hydrazine hydrochloride as described for Example 32, Step B to yield the title compound a as a yellow oil (1.39 g, 53%). 1H NMR (400 MHz, CDCl3): δ 7.56-7.54 (m, 2 H), 7.45-7.40 (m, 3 H), 4.54 (s, 2 H), 3.72 (br s, 2 H), 2.58 (br s, 2 H), 1.51 (s, 9 H).

Sources & evidence

ORD record
ord-7a49cb4971ab4c19ad63e78d889de27e
Source dataset
uspto-grants-2012_11
Patent number
US08309571B2

Reaction notes

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