(1-Ethoxycyclopropoxy)trimethylsilane → HCID 69309671, compound

HRID 32420Notes

Reaction equation

HRID 32420 reaction equation
Cl.[Cl:2][C:3]1[C:11]2[C:6](=[CH:7][C:8]([C:12]([NH:14][C@H:15]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[CH2:16][O:17][CH2:18][CH:19]3[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]3)=[O:13])=[CH:9][CH:10]=2)[NH:5][CH:4]=1.C(O[C:34]1(O[Si](C)(C)C)[CH2:36][CH2:35]1)C>>[ClH:2].[Cl:2][C:3]1[C:11]2[C:6](=[CH:7][C:8]([C:12]([NH:14][C@H:15]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[CH2:16][O:17][CH2:18][CH:19]3[CH2:20][CH2:21][N:22]([CH:34]4[CH2:36][CH2:35]4)[CH2:23][CH2:24]3)=[O:13])=[CH:9][CH:10]=2)[NH:5][CH:4]=1

Participants

3

Reactant 2

HCID 2734686(1-Ethoxycyclopropoxy)trimethylsilaneHCID 69307898HCID 69307898, compound

Product 1

HCID 69309671HCID 69309671, compound

Procedure

Using alkylation method A with addition of 3A molecular sieves, 3-chloro-N-[(R)-1-phenyl-2-(piperidin-4-ylmethoxy)-ethyl]-1H-indole-6-carboxamide hydrochloride (200 mg, 0.44 mmol) and [(1-ethoxycyclopropyl)oxy]trimethylsilane (0.53 mL, 2.7 mmol) afforded, after purification (SiO2: 0 to 5% isopropylamine in 10:2:2:DCM:EtOAc:hexane) and after conversion to the HCl salt by general method B, 80 mg (40%) of the title compound.

Workup

  1. customafforded
  2. customafter purification (SiO2: 0 to 5% isopropylamine in 10:2:2:DCM:EtOAc:hexane)

Sources & evidence

ORD record
ord-03cf77b79056447cb1ad6b01ed4167e8
Source dataset
uspto-grants-2008_09
Patent number
US07427632B2

Reaction notes

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