tert-Butyl 4-(3-aminopropyl)piperidine-1-carboxylate → 2-[5-Methyl-2-(3-piperidin-4-ylpropylamino)-pyrimidin-4-yl]-benzo[b]thiophene-4-carboxylic acid cyclopropylamide

HRID 1986271Notes

Reaction equation

HRID 1986271 reaction equation
[CH:1]1([NH:4][C:5]([C:7]2[C:15]3[CH:14]=[C:13]([C:16]4[C:21]([CH3:22])=[CH:20][N:19]=[C:18]([NH:23][CH2:24]CC5CCNCC5)[N:17]=4)[S:12][C:11]=3[CH:10]=[CH:9][CH:8]=2)=[O:6])[CH2:3][CH2:2]1.C1([NH:35][C:36]([C:38]2[C:46]3[CH:45]=[C:44](C4C(C)=CN=C(Cl)N=4)S[C:42]=3[CH:41]=CC=2)=O)CC1.C(OC(N1CCC(CCCN)CC1)=O)(C)(C)C>>[CH:1]1([NH:4][C:5]([C:7]2[C:15]3[CH:14]=[C:13]([C:16]4[C:21]([CH3:22])=[CH:20][N:19]=[C:18]([NH:23][CH2:24][CH2:41][CH2:42][CH:46]5[CH2:38][CH2:36][NH:35][CH2:44][CH2:45]5)[N:17]=4)[S:12][C:11]=3[CH:10]=[CH:9][CH:8]=2)=[O:6])[CH2:2][CH2:3]1

Participants

4

Reactant 3

HCID 22990164tert-Butyl 4-(3-aminopropyl)piperidine-1-carboxylateHCID 688559812-[5-Methyl-2-(2-piperidin-4-ylethylamino)-pyrimidin-4-yl]-benzo[b]thiophene-4-carboxylic acid cyclopropylamideHCID 866253772-(2-Chloro-5-methylpyrimidin-4-yl)-benzo[b]thiophene-4-carboxylic acid cyclopropylamide

Product 1

HCID 688547842-[5-Methyl-2-(3-piperidin-4-ylpropylamino)-pyrimidin-4-yl]-benzo[b]thiophene-4-carboxylic acid cyclopropylamide

Procedure

Using the method of 2-[5-methyl-2-(2-piperidin-4-ylethylamino)-pyrimidin-4-yl]-benzo[b]thiophene-4-carboxylic acid cyclopropylamide, the title compound is synthesized from 2-(2-chloro-5-methylpyrimidin-4-yl)-benzo[b]thiophene-4-carboxylic acid cyclopropylamide and 4-(3-aminopropyl)-piperidine-1-carboxylic acid tert-butyl ester and isolated as a yellow solid. ES+(m/z) 450 [M+H].

Workup

  1. customisolated as a yellow solid

Sources & evidence

ORD record
ord-5d927824fcec416a8e08ca48baf65778
Source dataset
uspto-grants-2009_06
Patent number
US07547691B2

Reaction notes

Loading…