Bromomethylcyclopropane → HCID 66818544, compound

HRID 1024803Notes

Reaction equation

[C:1]([C:3]1[CH:33]=[CH:32][C:6]([O:7][C:8]2[CH:9]=[C:10]([NH:23][C:24]([CH:26]3[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]3)=[O:25])[CH:11]=[C:12]([O:14][C:15]3[CH:20]=[CH:19][C:18]([C:21]#[N:22])=[CH:17][CH:16]=3)[CH:13]=2)=[CH:5][CH:4]=1)#[N:2].Br[CH2:35][CH:36]1[CH2:38][CH2:37]1>>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([O:7][C:8]2[CH:9]=[C:10]([NH:23][C:24]([CH:26]3[CH2:27][CH2:28][N:29]([CH2:35][CH:36]4[CH2:38][CH2:37]4)[CH2:30][CH2:31]3)=[O:25])[CH:11]=[C:12]([O:14][C:15]3[CH:16]=[CH:17][C:18]([C:21]#[N:22])=[CH:19][CH:20]=3)[CH:13]=2)=[CH:32][CH:33]=1)#[N:2]

Participants

Reactant 2

HCID 81503Bromomethylcyclopropane

HCID 66818471HCID 66818471, compound

Product 1

HCID 66818544HCID 66818544, compoundYield 59.4%

Procedure

Following the procedure of Example 11(e) 4-[3,5-bis-(4-cyano-phenoxy)-phenyl-carbamoyl]-piperidine 1.5 g (3.42 mmol) and bromomethylcyclopropane (0.647 g, 4.79 mmol) were used to afford 1.0 g of the required product. Percentage purity (LCMS): 73.1%, (M+1)=492.1+1.

Sources & evidence

ORD record: ord-a304da056b774a76a256c5273b1a4768
Source dataset: uspto-grants-2014_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08722930B2

Reaction notes

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