Hydrochloric Acid → 4-Amino-2-(piperidin-3-ylamino)-1,3-thiazole-5-carbonitrile dihydrochloride

HRID 57700Notes

Reaction equation

HRID 57700 reaction equation
[NH2:1][C:2]1[N:3]=[C:4]([NH:9][CH:10]2[CH2:15][CH2:14][CH2:13][N:12](C(OC(C)(C)C)=O)[CH2:11]2)[S:5][C:6]=1[C:7]#[N:8].[ClH:23]>O1CCOCC1>[ClH:23].[ClH:23].[NH2:1][C:2]1[N:3]=[C:4]([NH:9][CH:10]2[CH2:15][CH2:14][CH2:13][NH:12][CH2:11]2)[S:5][C:6]=1[C:7]#[N:8]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57911784Tert-butyl 3-[(4-amino-5-cyano-1,3-thiazol-2-yl)amino]piperidine-1-carboxylate

Product 1

HCID 866350224-Amino-2-(piperidin-3-ylamino)-1,3-thiazole-5-carbonitrile dihydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Analogously to the preparation of Example 38A, 240 mg (0.7 mmol) of tert-butyl 3-[(4-amino-5-cyano-1,3-thiazol-2-yl)-amino]piperidine-1-carboxylate (Example 46A) and 25 ml of hydrochloric acid in dioxane (4M) gave 265 mg (57% of theory) of the product as a solid.

Sources & evidence

ORD record
ord-b4129fad430846698a2eec5f053afff6
Source dataset
uspto-grants-2016_09
Patent number
US09434731B2

Reaction notes

Loading…