Ticlopidine → 4,5,6,7-Tetrahydrothieno(3,2-c)pyridine

HRID 270639

Reaction equation

C1C=CC(Cl)=C(C[N:8]2[CH2:16][C:12]3[CH:13]=[CH:14][S:15][C:11]=3[CH2:10][CH2:9]2)C=1.NCCC1SC=CC=1>>[S:15]1[C:11]2[CH2:10][CH2:9][NH:8][CH2:16][C:12]=2[CH:13]=[CH:14]1

Participants

Reactant 2

HCID 5472Ticlopidine

HCID 116521Thiopheneethanamine

Product 1

HCID 30850764,5,6,7-Tetrahydrothieno(3,2-c)pyridine

Procedure

Alternatively, ticlopidine of formula (1a) may also be synthesized by directly cyclizing 2-(2-aminoethyl)thiophene of formula (a) with a formylating agent to obtain 4,5,6,7-tetrahydrothieno[3,2-c]pyridine of formula (f), and then reacting the compound (f) with a compound of formula (b).

Sources & evidence

ORD record: ord-8918957f0be54d69b3276552a895d2b6
Source dataset: uspto-grants-2008_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07449580B2

Linked notes

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