Hydrochloric Acid → 3-(4-piperidinyl)-5-(3-thienyl)-1H-indole-7-carboxamide

HRID 2267489Notes

Reaction equation

HRID 2267489 reaction equation
N1CCC(C2C3C(=C(C(N)=O)C=C(C4SC=CC=4)C=3)NC=2)CC1.[NH2:24][C:25]([C:27]1[CH:28]=[C:29]([C:49]2[CH:53]=[CH:52][S:51][CH:50]=2)[CH:30]=[C:31]2[C:35]=1[NH:34][CH:33]=[C:32]2[CH:36]1[CH2:41][CH2:40][N:39](C(OC(C)(C)C)=O)[CH2:38][CH2:37]1)=[O:26].Cl>CO>[NH:39]1[CH2:40][CH2:41][CH:36]([C:32]2[C:31]3[C:35](=[C:27]([C:25]([NH2:24])=[O:26])[CH:28]=[C:29]([C:49]4[CH:53]=[CH:52][S:51][CH:50]=4)[CH:30]=3)[NH:34][CH:33]=2)[CH2:37][CH2:38]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 596006551,1-dimethylethyl 4-[7-(aminocarbonyl)-5-(3-thienyl)-1H-indol-3-yl]-1-piperidinecarboxylateHCID 596006613-(4-piperidinyl)-5-(2-thienyl)-1H-indole-7-carboxamide

Product 1

HCID 596006643-(4-piperidinyl)-5-(3-thienyl)-1H-indole-7-carboxamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The title compound was prepared according to the general procedure for intermediate 17. Thus, 1,1-dimethylethyl 4-[7-(aminocarbonyl)-5-(3-thienyl)-1H-indol-3-yl]-1-piperidinecarboxylate (460 mg, 1.08 mmol) and HCl (4.0M in dioxane, 10 mL) in MeOH (5 mL) was reacted to form the desired product without further purification (260 mg, 74%).

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-c034074e77884819bfd900f4079b66d1
Source dataset
uspto-grants-2010_12
Patent number
US07858796B2

Reaction notes

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