1,4-Dioxane hydrochloride → HCID 11951251, compound

HRID 2376710Notes

Reaction equation

HRID 2376710 reaction equation
C(OC(=O)[NH:7][CH2:8][CH:9]1[CH2:14][CH2:13][CH:12]([CH2:15][NH:16][C:17]2[C:22]([C:23]#[N:24])=[CH:21][N:20]=[C:19]([NH:25][CH2:26][C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[Cl:33])[CH:18]=2)[CH2:11][CH2:10]1)(C)(C)C.Cl.O1CCOCC1>>[NH2:7][CH2:8][CH:9]1[CH2:10][CH2:11][CH:12]([CH2:15][NH:16][C:17]2[C:22]([C:23]#[N:24])=[CH:21][N:20]=[C:19]([NH:25][CH2:26][C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[Cl:33])[CH:18]=2)[CH2:13][CH2:14]1

Participants

3

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 58712681HCID 58712681, compound

Product 1

HCID 11951251HCID 11951251, compoundYield 114.6%

Procedure

A mixture of (4-{[2-(2-chloro-benzylamino)-5-cyano-pyridin-4-ylamino]-methyl}-cyclohexylmethyl)-carbamic acid tert-butyl ester (12 mg, 0.025 mmol) and 4 N HCl/dioxane (3 mL) was stirred at ambient temperature for 18 h. Evaporation of the volatiles in vacuo afforded the HCl salt of 4-[(4-aminomethyl-cyclohexylmethyl)-amino]-6-(2-chloro-benzylamino)-nicotinonitrile as a white solid (11 mg, 100%), m/z 384 (M+H)+.

Workup

  1. customEvaporation of the volatiles in vacuo

Sources & evidence

ORD record
ord-d170f047a4264eb7b18e5cd809fce1ee
Source dataset
uspto-grants-2008_12
Patent number
US07468382B2

Reaction notes

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