1,4-Dioxane hydrochloride → N-propyl-2-amino-5-indan carboxamide hydrochloride

HRID 48428Notes

Reaction equation

HRID 48428 reaction equation
[CH2:1]([NH:4][C:5]([C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[CH2:12][CH:11]([NH:16]C(OC(C)(C)C)=O)[CH2:10]2)=[O:6])[CH2:2][CH3:3].[ClH:24].O1CCOCC1>C(O)(=O)C>[ClH:24].[CH2:1]([NH:4][C:5]([C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[CH2:12][CH:11]([NH2:16])[CH2:10]2)=[O:6])[CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 22719592N-propyl-2-(tert-butoxycarbonylamino)-5-indan carboxamide

Product 1

HCID 22719626N-propyl-2-amino-5-indan carboxamide hydrochloride

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Using N-propyl-2-(tert-butoxycarbonylamino)-5-indan carboxamide (22 mg, 0.070 mmol), 4N hydrochloric acid-dioxane (2 ml) and acetic acid (6.0 ml), a similar procedure to Production Example 213 was carried out to obtain N-propyl-2-amino-5-indan carboxamide hydrochloride. Then using ethanol (1 ml), triethylamine (0.50 ml, 3.6 mmol), and 4-chloro-5-methylthieno[2,3-d]pyrimidine (18 mg, 1.0 mmol), a similar procedure to b) in Production Example 208 was carried out. The product obtained was purified by silica gel chromatography (hexane:ethyl acetate=2:1 to 1:2) to obtain the title compound (12 mg, 0.033 mmol) having the following physical properties:

Sources & evidence

ORD record
ord-3b01965790f84324ba359830190904fd
Source dataset
uspto-grants-2004_03
Patent number
US06703421B1

Reaction notes

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