2-Bromopropane → 2-Amino-9-(2-(tert-butyldimethylsilyloxy)ethyl)-9H-pyrido[2,3-b]indole-3-carboxamide

HRID 421656Notes

Reaction equation

HRID 421656 reaction equation
[NH2:1][C:2]1[C:3]([C:18]([NH2:20])=[O:19])=[CH:4][C:5]2[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[N:7](C(C)C)[C:6]=2[N:17]=1.Br[CH2:22][CH2:23][O:24][Si:25]([C:28]([CH3:31])([CH3:30])[CH3:29])([CH3:27])[CH3:26].BrC(C)C>>[NH2:1][C:2]1[C:3]([C:18]([NH2:20])=[O:19])=[CH:4][C:5]2[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[N:7]([CH2:22][CH2:23][O:24][Si:25]([C:28]([CH3:31])([CH3:30])[CH3:29])([CH3:27])[CH3:26])[C:6]=2[N:17]=1

Participants

4

Reactant 3

HCID 63582-BromopropaneHCID 3608067(2-Bromoethoxy)-tert-butyldimethylsilaneHCID 249006762-amino-9-isopropyl-9H-pyrido[2,3-b]indole-3-carboxamide

Product 1

HCID 595136462-Amino-9-(2-(tert-butyldimethylsilyloxy)ethyl)-9H-pyrido[2,3-b]indole-3-carboxamide

Procedure

2-Amino-9-(2-(tert-butyldimethylsilyloxy)ethyl)-9H-pyrido[2,3-b]indole-3-carboxamide (xxv-a) was prepared following the procedure detailed in the synthesis of 13 substituting (2-bromoethoxy)(tert-butyl)dimethylsilane for 2-bromopropane. The crude silane was used in the following step without further purification. NH4OAc QC conditions. M+H=385.

Workup

  1. customThe crude silane was used in the following step without further purification

Sources & evidence

ORD record
ord-9010bb44d1474487b3dc7939f2d52f89
Source dataset
uspto-grants-2012_01
Patent number
US08101604B2

Reaction notes

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