Bromomethylcyclopropane → HCID 66818748, compound

HRID 1024813Notes

Reaction equation

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

Participants

Reactant 2

HCID 81503Bromomethylcyclopropane

HCID 66818786HCID 66818786, compound

Product 1

HCID 66818748HCID 66818748, compoundYield 71.2%

Procedure

Following procedure of Example 11(e) 3,5-bis-(4-cyano-phenoxy)-N-piperidin-4-yl-benzamide 0.5 g (1.14 mmol) and bromomethyl-cyclopropane (0.231 g, 1.71 mmol) were used to afford 0.4 g of the required product. Percentage purity (LCMS): 45.0%, (M+1)=492.2+1

Sources & evidence

ORD record: ord-1824fed9f4024f3c8fb5017ee3a0711f
Source dataset: uspto-grants-2014_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08722930B2

Reaction notes

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