Thiazolo[3,2-a]indole-9-carboxylic acid → Quinolizidin-2-ylmethyl thiazolo[3,2-a]indole-9-Carboxylate

HRID 609607Notes

Reaction equation

HRID 609607 reaction equation
[S:1]1[C:5]2=[C:6]([C:13]([OH:15])=[O:14])[C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=3[N:4]2[CH:3]=[CH:2]1.O[CH2:17][CH:18]1[CH2:27][CH2:26][N:25]2[CH:20]([CH2:21][CH2:22][CH2:23][CH2:24]2)[CH2:19]1>>[S:1]1[C:5]2=[C:6]([C:13]([O:15][CH2:17][CH:18]3[CH2:27][CH2:26][N:25]4[CH:20]([CH2:21][CH2:22][CH2:23][CH2:24]4)[CH2:19]3)=[O:14])[C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=3[N:4]2[CH:3]=[CH:2]1

Participants

3

Reactant 2

HCID 19599418Thiazolo[3,2-a]indole-9-carboxylic acidHCID 70077295Octahydro-2H-quinolizine-2-methanol

Product 1

HCID 131720987Quinolizidin-2-ylmethyl thiazolo[3,2-a]indole-9-Carboxylate

Procedure

Thiazolo[3,2-a]indole-9-carboxylic acid (D16) was converted to its acid chloride and reacted with eq-2-hydroxymethylquinolizidine using a procedure analogous to that described in Example 10 to afford the title compound as a white solid mp 129-131° C. (ether).

Sources & evidence

ORD record
ord-3555caa39d384c7497b51bbb7f18e75c
Source dataset
uspto-grants-1999_12
Patent number
US05998409

Reaction notes

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