1-Ethynyl-4-propoxybenzene → 3-cyclopentyl-N-(2,2-dimethyl-4-oxo-4H-1,3-benzodioxin-7-yl)-N-{4-[(4-propoxyphenyl)ethynyl]benzyl}propanamide

HRID 733648Notes

Reaction equation

HRID 733648 reaction equation
Br[C:2]1[CH:31]=[CH:30][C:5]([CH2:6][N:7]([C:17]2[CH:18]=[CH:19][C:20]3[C:25](=[O:26])[O:24][C:23]([CH3:28])([CH3:27])[O:22][C:21]=3[CH:29]=2)[C:8](=[O:16])[CH2:9][CH2:10][CH:11]2[CH2:15][CH2:14][CH2:13][CH2:12]2)=[CH:4][CH:3]=1.[CH2:32]([O:35][C:36]1[CH:41]=[CH:40][C:39]([C:42]#[CH:43])=[CH:38][CH:37]=1)[CH2:33][CH3:34]>>[CH:11]1([CH2:10][CH2:9][C:8]([N:7]([C:17]2[CH:18]=[CH:19][C:20]3[C:25](=[O:26])[O:24][C:23]([CH3:27])([CH3:28])[O:22][C:21]=3[CH:29]=2)[CH2:6][C:5]2[CH:4]=[CH:3][C:2]([C:43]#[C:42][C:39]3[CH:40]=[CH:41][C:36]([O:35][CH2:32][CH2:33][CH3:34])=[CH:37][CH:38]=3)=[CH:31][CH:30]=2)=[O:16])[CH2:15][CH2:14][CH2:13][CH2:12]1

Participants

3

Reactant 2

HCID 27751231-Ethynyl-4-propoxybenzeneHCID 57841396N-(4-bromobenzyl)-3-cyclopentyl-N-(2,2-dimethyl-4-oxo-4H-1,3-benzodioxin-7-yl)propanamide

Product 1

HCID 578413553-cyclopentyl-N-(2,2-dimethyl-4-oxo-4H-1,3-benzodioxin-7-yl)-N-{4-[(4-propoxyphenyl)ethynyl]benzyl}propanamide

Procedure

The titled compound was prepared following the procedure N using N-(4-bromobenzyl)-3-cyclopentyl-N-(2,2-dimethyl-4-oxo-4H-1,3-benzodioxin-7-yl)propanamide and 4-(propoxy)-phenylacetylene as a beige powder (59%). M+ (ESI): 566.2. HPLC, Rt: 6.17 min (Purity: 97.7%).

Sources & evidence

ORD record
ord-d4799322ba874799bc66d3a3dd5a8c9e
Source dataset
uspto-grants-2009_09
Patent number
US07589232B2

Reaction notes

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