1,4-Dioxane hydrochloride → 6-(Aminomethyl)nicotinonitrile hydrochloride

HRID 432675Notes

Reaction equation

HRID 432675 reaction equation
O1CCOCC1.[ClH:7].C(OC([N:15]([CH2:23][C:24]1[CH:29]=[CH:28][C:27]([C:30]#[N:31])=[CH:26][N:25]=1)C(OC(C)(C)C)=O)=O)(C)(C)C>>[ClH:7].[NH2:15][CH2:23][C:24]1[CH:29]=[CH:28][C:27]([C:30]#[N:31])=[CH:26][N:25]=1

Participants

3

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 53802151HCID 53802151, compound

Product 1

HCID 219277836-(Aminomethyl)nicotinonitrile hydrochloride

Procedure

2-Aminomethyl-5-cyanopyridine hydrochloride (EX-58A) was prepared by the deprotection with 4N HCl Dioxane of the intermediate 2-{N,N-bis-(tert-butoxycarbonyl)aminomethyl}-5-cyanopyridine used to prepare 2-aminomethyl-5-carbobenzyloxyamidinopyridine dihydrogen chloride salt in Example 56: 1H NMR (400 MHz, DMSO) d 9.04 (s, 1H), 8.64 (br s, 2H), 8.34 (m, 1H), 7.69 (m, 1H), 4.25 (s, 2H); HRMS (EI) calcd for C7H8N3 134.0718, found 134.0699.

Sources & evidence

ORD record
ord-3ac54649e05d44f0aed2130922a514de
Source dataset
uspto-grants-2003_12
Patent number
US06664255B1

Reaction notes

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