Hydrochloric Acid → 4-[(4-amino-1-piperidinyl)methyl]-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-7-one

HRID 15298Notes

Reaction equation

[O:1]=[C:2]1[CH:11]=[CH:10][C:9]2[N:8]=[CH:7][CH:6]=[C:5]3[CH:12]([CH2:14][N:15]4[CH2:20][CH2:19][CH:18]([NH:21]C(=O)OC(C)(C)C)[CH2:17][CH2:16]4)[CH2:13][N:3]1[C:4]=23.Cl>C(Cl)(Cl)Cl>[NH2:21][CH:18]1[CH2:19][CH2:20][N:15]([CH2:14][CH:12]2[C:5]3=[CH:6][CH:7]=[N:8][C:9]4[CH:10]=[CH:11][C:2](=[O:1])[N:3]([C:4]=43)[CH2:13]2)[CH2:16][CH2:17]1

Participants

Conditions

Temperature: 25 °C

Procedure

To a solution of 1,1-dimethylethyl {1-[(7-oxo-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-4-yl)methyl]-4-piperidinyl}carbamate (91 mg, 0.24 mmol) in chloroform (1 ml) was added HCl (4M in 1,4-dioxane) (2 ml) and the solution was stirred for 1 hour at 25° C. after which time the solvent was evaporated. The dihydrochloride salt of 4-[(4-amino-1-piperidinyl)methyl]-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-7-one was used without further purification.

Workup

customwas evaporated
customThe dihydrochloride salt of 4-[(4-amino-1-piperidinyl)methyl]-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-7-one was used without further purification

Sources & evidence

ORD record: ord-04fbd77b1943430f8b93529a0fbd669c
Source dataset: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07732461B2

Reaction notes

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