3-Chloro-5-(trifluoromethyl)-2-pyridinamine → 5-(Trifluoromethyl)piperidin-2-imine hydrochloride

HRID 1003490

Reaction equation

HRID 1003490 reaction equation
C(O)(=O)C.N=C1CC(C)CCN1.[NH2:13][C:14]1[C:19]([Cl:20])=[CH:18][C:17]([C:21]([F:24])([F:23])[F:22])=[CH:16][N:15]=1>>[ClH:20].[NH:13]=[C:14]1[CH2:19][CH2:18][CH:17]([C:21]([F:23])([F:22])[F:24])[CH2:16][NH:15]1

Participants

3

Reactant 2

HCID 6072483-Chloro-5-(trifluoromethyl)-2-pyridinamineHCID 1784758702-Imino-4-methylpiperidine acetate

Product 1

HCID 1784790785-(Trifluoromethyl)piperidin-2-imine hydrochloride

Procedure

The method of preparation of 2-imino-4-methylpiperidine acetate was used to convert 2-amino-3-chloro-5-(trifluoromethyl)pyridine to the title compound except platinum oxide was used as the catalyst. Product was triterated with ether to give a white solid. The analysis of the product was found to be consistent with the proposed structure. MH+=167; 1H NMR (D2O): δ3.65-3.50 (m, 1H); 3.40-3.20 (m, 1H); 2.85-2.45 (m, 3H); 2.15-2.00 (m, 1H); 1.80-1.60 (m, 1H).

Sources & evidence

ORD record
ord-f73f74a74d7945ce9a37e3a9054008a4
Source dataset
uspto-grants-2000_04
Patent number
US06046211

Linked notes

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