Diisopropylamine → Methyl 2-[2-methyl-4-[3-[4-(3-pyrrolidin-1-ylprop-1-ynyl)phenyl]-3-[4-(trifluoromethyl)phenyl]prop-2-enoxy]phenoxy]acetate
Reaction equation
[CH2:1]([C:2]#[CH:3])[N:4]1[CH2:5][CH2:6][CH2:7][CH2:8]1.[CH:9]([NH:10][CH:11]([CH3:12])[CH3:13])([CH3:14])[CH3:15].[Cu:55][I:56].[I:16][c:17]1[cH:18][cH:19][c:20]([C:23](=[CH:24][CH2:25][O:26][c:27]2[cH:28][c:29]([CH3:39])[c:30]([O:31][CH2:32][C:33](=[O:34])[O:35][CH3:36])[cH:37][cH:38]2)[c:40]2[cH:41][cH:42][c:43]([C:46]([F:47])([F:48])[F:49])[cH:44][cH:45]2)[cH:21][cH:22]1.[O:50]1[CH2:51][CH2:52][CH2:53][CH2:54]1.[Pd:57]([Cl:58])[Cl:59].[c:60]1([P:61]([c:62]2[cH:63][cH:64][cH:65][cH:66][cH:67]2)[c:68]2[cH:69][cH:70][cH:71][cH:72][cH:73]2)[cH:74][cH:75][cH:76][cH:77][cH:78]1.[c:79]1([P:80]([c:81]2[cH:82][cH:83][cH:84][cH:85][cH:86]2)[c:87]2[cH:88][cH:89][cH:90][cH:91][cH:92]2)[cH:93][cH:94][cH:95][cH:96][cH:97]1>>[CH2:1]([C:2]#[C:3][c:17]1[cH:18][cH:19][c:20]([C:23](=[CH:24][CH2:25][O:26][c:27]2[cH:28][c:29]([CH3:39])[c:30]([O:31][CH2:32][C:33](=[O:34])[O:35][CH3:36])[cH:37][cH:38]2)[c:40]2[cH:41][cH:42][c:43]([C:46]([F:47])([F:48])[F:49])[cH:44][cH:45]2)[cH:21][cH:22]1)[N:4]1[CH2:5][CH2:6][CH2:7][CH2:8]1Participants
8
Reactant 7
HCID 7912Diisopropylamine
HCID 8028Tetrahydrofuran
HCID 11776Triphenylphosphine2×
HCID 24290Palladium Chloride
HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)
HCID 2996161-(Prop-2-yn-1-yl)pyrrolidine
HCID 91270331Methyl 2-[4-[3-(4-iodophenyl)-3-[4-(trifluoromethyl)phenyl]prop-2-enoxy]-2-methylphenoxy]acetateProduct 1
Sources & evidence
- ORD record
- ord-b203a644db0841058ac284c4f94e78f3
- Source dataset
- Test data from https://doi.org/10.1039/C8SC04228D
Reaction notes
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