[1,3]Oxathiolo[5,4-c]pyridine-6-carbaldehyde → 4-({4-[([1,3]oxathiolo[5,4-c]pyridin-6-ylmethyl)amino]-1-piperidinyl}methyl)-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-7-one hydrochloride

HRID 15345

Reaction equation

HRID 15345 reaction equation
[ClH:1].Cl.[NH2:3][CH:4]1[CH2:9][CH2:8][N:7]([CH2:10][CH:11]2[C:15]3=[CH:16][CH:17]=[N:18][C:19]4[CH:20]=[CH:21][C:22](=[O:23])[N:13]([C:14]=43)[CH2:12]2)[CH2:6][CH2:5]1.[S:24]1[C:32]2[CH:31]=[C:30]([CH:33]=O)[N:29]=[CH:28][C:27]=2[O:26][CH2:25]1>>[ClH:1].[S:24]1[C:32]2[CH:31]=[C:30]([CH2:33][NH:3][CH:4]3[CH2:9][CH2:8][N:7]([CH2:10][CH:11]4[C:15]5=[CH:16][CH:17]=[N:18][C:19]6[CH:20]=[CH:21][C:22](=[O:23])[N:13]([C:14]=65)[CH2:12]4)[CH2:6][CH2:5]3)[N:29]=[CH:28][C:27]=2[O:26][CH2:25]1

Participants

3

Reactant 2

HCID 59254367[1,3]Oxathiolo[5,4-c]pyridine-6-carbaldehydeHCID 686853714-[(4-Amino-1-piperidinyl)methyl]-4,5-dihydro-7h-pyrrolo[3,2,1-de]-1,5-naphthyridin-7-one dihydrochloride salt

Product 1

HCID 686883994-({4-[([1,3]oxathiolo[5,4-c]pyridin-6-ylmethyl)amino]-1-piperidinyl}methyl)-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-7-one hydrochloride

Procedure

The free base of the title compound was synthesised from 4-[(4-amino-1-piperidinyl)methyl]-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-7-one dihydrochloride salt and [1,3]oxathiolo[5,4-c]pyridine-6-carbaldehyde (for a synthesis see WO2004058144, Example 61) according to the general method of Example 2(h).

Sources & evidence

ORD record
ord-4a0006bc761c4184b305e3d17ebbb089
Source dataset
uspto-grants-2010_06
Patent number
US07732461B2

Linked notes

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