N-[(1-n butyl-4-piperidyl)methyl] indole-3-carboxamide → Quinolizidin-2-ylmethyl 2,3-dihydrothiazolo[3,2-a]indole-9-carboxamide

HRID 609606Notes

Reaction equation

HRID 609606 reaction equation
[S:1]1[C:5]2=[C:6]([C:13]([OH:15])=O)[C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=3[N:4]2[CH2:3][CH2:2]1.[CH2:16]1[CH:25]2[N:20]([CH2:21][CH2:22][CH2:23][CH2:24]2)[CH2:19][CH2:18][CH:17]1[CH2:26]N.C([N:32]1CCC(CNC(C2C3C(=CC=CC=3)NC=2)=O)CC1)CCC>>[CH2:16]1[CH:25]2[N:20]([CH2:21][CH2:22][CH2:23][CH2:24]2)[CH2:19][CH2:18][CH:17]1[CH2:26][CH:2]1[S:1][C:5]2=[C:6]([C:13]([NH2:32])=[O:15])[C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=3[N:4]2[CH2:3]1

Participants

4

Reactant 3

HCID 10591304N-[(1-n butyl-4-piperidyl)methyl] indole-3-carboxamideHCID 195994482,3-Dihydrothiazolo[3,2-a]indole-9-carboxylic acidHCID 82413010Quinolizidin-2-ylmethylamine

Product 1

HCID 131721476Quinolizidin-2-ylmethyl 2,3-dihydrothiazolo[3,2-a]indole-9-carboxamide

Procedure

2,3-Dihydrothiazolo[3,2-a]indole-9-carboxylic acid (D15) is converted to its acid chloride and reacted with eq-quinolizidin-2-ylmethylamine (D12) using a procedure analogous to that described in Description 1b.

Sources & evidence

ORD record
ord-793029023fd6478abaa1666bc5c24443
Source dataset
uspto-grants-1999_12
Patent number
US05998409

Reaction notes

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