2-(4-Bromophenyl)-2-methylpropanenitrile → 2-{-4-[3,6-Dioxo-8-phenyl-2-(2-trimethylsilanyl-ethoxymethyl)-2,6-dihydro-3H-9-oxa-1,2,3a-triaza-cyclopenta[a]naphthalen-7-yl]-phenyl}-2-methyl-propionitrile

HRID 1037330Notes

Reaction equation

HRID 1037330 reaction equation
[O:1]=[C:2]1[N:6]2[CH:7]=[CH:8][C:9]3[C:10](=[O:38])[C:11]([C:21]4[CH:22]=[CH:23][C:24]([C:27]5(NS(C(C)(C)C)=O)CC[CH2:28]5)=NC=4)=[C:12]([C:15]4[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=4)[O:13][C:14]=3[C:5]2=[N:4][N:3]1[CH2:39][O:40][CH2:41][CH2:42][Si:43]([CH3:46])([CH3:45])[CH3:44].BrC1C=C[C:51]([C:54](C)([CH3:57])[C:55]#[N:56])=CC=1>>[O:1]=[C:2]1[N:6]2[CH:7]=[CH:8][C:9]3[C:10](=[O:38])[C:11]([C:21]4[CH:28]=[CH:27][C:24]([C:54]([CH3:57])([CH3:51])[C:55]#[N:56])=[CH:23][CH:22]=4)=[C:12]([C:15]4[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=4)[O:13][C:14]=3[C:5]2=[N:4][N:3]1[CH2:39][O:40][CH2:41][CH2:42][Si:43]([CH3:44])([CH3:45])[CH3:46]

Participants

3

Reactant 2

HCID 104435912-(4-Bromophenyl)-2-methylpropanenitrileHCID 86671051HCID 86671051, compound

Product 1

HCID 866710522-{-4-[3,6-Dioxo-8-phenyl-2-(2-trimethylsilanyl-ethoxymethyl)-2,6-dihydro-3H-9-oxa-1,2,3a-triaza-cyclopenta[a]naphthalen-7-yl]-phenyl}-2-methyl-propionitrileYield 99%

Procedure

Following the procedure used to prepare 2-methyl-propane-2-sulfinic acid (1-{5-[3,6-dioxo-8-phenyl-2-(2-trimethylsilanyl-ethoxymethyl)-2,6-dihydro-3H-9-oxa-1,2,3a-triaza-cyclopenta[a]naphthalen-7-yl]-pyridin-2-yl}-cyclobutyl)-amide, 2-(4-bromo-phenyl)-2-methyl-propionitrile was reacted to give the title compound (55 mg, 99%). LCMS (Method A): RT=4.83 min, [M+H]+=553.

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-9ac25621d0c44b44bd8741a96f6f5077
Source dataset
uspto-grants-2013_10
Patent number
US08546376B2

Reaction notes

Loading…