Diisopropylamine → Methyl 2-[4-[3-[4-[3-(dimethylamino)prop-1-ynyl]phenyl]-3-[4-(trifluoromethyl)phenyl]prop-2-enoxy]-2-methylphenoxy]acetate

HRID 2148921Notes

Reaction equation

HRID 2148921 reaction equation
[CH3:1][N:2]([CH3:3])[CH2:4][C:5]#[CH:6].[CH:7]([NH:8][CH:9]([CH3:10])[CH3:11])([CH3:12])[CH3:13].[Cu:53][I:54].[I:14][c:15]1[cH:16][cH:17][c:18]([C:21](=[CH:22][CH2:23][O:24][c:25]2[cH:26][c:27]([CH3:37])[c:28]([O:29][CH2:30][C:31](=[O:32])[O:33][CH3:34])[cH:35][cH:36]2)[c:38]2[cH:39][cH:40][c:41]([C:44]([F:45])([F:46])[F:47])[cH:42][cH:43]2)[cH:19][cH:20]1.[O:48]1[CH2:49][CH2:50][CH2:51][CH2:52]1.[Pd:55]([Cl:56])[Cl:57].[c:58]1([P:59]([c:60]2[cH:61][cH:62][cH:63][cH:64][cH:65]2)[c:66]2[cH:67][cH:68][cH:69][cH:70][cH:71]2)[cH:72][cH:73][cH:74][cH:75][cH:76]1.[c:77]1([P:78]([c:79]2[cH:80][cH:81][cH:82][cH:83][cH:84]2)[c:85]2[cH:86][cH:87][cH:88][cH:89][cH:90]2)[cH:91][cH:92][cH:93][cH:94][cH:95]1>>[CH3:1][N:2]([CH3:3])[CH2:4][C:5]#[C:6][c:15]1[cH:16][cH:17][c:18]([C:21](=[CH:22][CH2:23][O:24][c:25]2[cH:26][c:27]([CH3:37])[c:28]([O:29][CH2:30][C:31](=[O:32])[O:33][CH3:34])[cH:35][cH:36]2)[c:38]2[cH:39][cH:40][c:41]([C:44]([F:45])([F:46])[F:47])[cH:42][cH:43]2)[cH:19][cH:20]1

Participants

8

Reactant 7

HCID 7912DiisopropylamineHCID 8028TetrahydrofuranHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 81643N,N-DimethylpropargylamineHCID 91270331Methyl 2-[4-[3-(4-iodophenyl)-3-[4-(trifluoromethyl)phenyl]prop-2-enoxy]-2-methylphenoxy]acetate

Product 1

HCID 90904206Methyl 2-[4-[3-[4-[3-(dimethylamino)prop-1-ynyl]phenyl]-3-[4-(trifluoromethyl)phenyl]prop-2-enoxy]-2-methylphenoxy]acetate

Sources & evidence

ORD record
ord-21871c1e3e2e40358b8b738baf6c9cde
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

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