Diisopropylamine → Methyl 2-[4-[3-(4-bromophenyl)-3-[4-[2-[4-(hydroxymethyl)phenyl]ethynyl]phenyl]prop-2-enoxy]-2-methylphenoxy]acetate

HRID 183406

Reaction equation

HRID 183406 reaction equation
[Br:18][c:19]1[cH:20][cH:21][c:22]([C:25](=[CH:26][CH2:27][O:28][c:29]2[cH:30][c:31]([CH3:41])[c:32]([O:33][CH2:34][C:35](=[O:36])[O:37][CH3:38])[cH:39][cH:40]2)[c:42]2[cH:43][cH:44][c:45]([I:48])[cH:46][cH:47]2)[cH:23][cH:24]1.[C:1](#[CH:2])[c:3]1[cH:4][cH:5][c:6]([CH2:9][OH:10])[cH:7][cH:8]1.[CH:11]([NH:12][CH:13]([CH3:14])[CH3:15])([CH3:16])[CH3:17].[Cu:95][I:96].[O:49]1[CH2:50][CH2:51][CH2:52][CH2:53]1.[Pd:54]([Cl:55])[Cl:56].[c:57]1([P:58]([c:59]2[cH:60][cH:61][cH:62][cH:63][cH:64]2)[c:65]2[cH:66][cH:67][cH:68][cH:69][cH:70]2)[cH:71][cH:72][cH:73][cH:74][cH:75]1.[c:76]1([P:77]([c:78]2[cH:79][cH:80][cH:81][cH:82][cH:83]2)[c:84]2[cH:85][cH:86][cH:87][cH:88][cH:89]2)[cH:90][cH:91][cH:92][cH:93][cH:94]1>>[C:1](#[C:2][c:45]1[cH:44][cH:43][c:42]([C:25]([c:22]2[cH:21][cH:20][c:19]([Br:18])[cH:24][cH:23]2)=[CH:26][CH2:27][O:28][c:29]2[cH:30][c:31]([CH3:41])[c:32]([O:33][CH2:34][C:35](=[O:36])[O:37][CH3:38])[cH:39][cH:40]2)[cH:47][cH:46]1)[c:3]1[cH:4][cH:5][c:6]([CH2:9][OH:10])[cH:7][cH:8]1

Participants

8

Reactant 7

HCID 7912DiisopropylamineHCID 8028TetrahydrofuranHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 11170993(4-Ethynylphenyl)methanolHCID 90699154Methyl 2-[4-[3-(4-bromophenyl)-3-(4-iodophenyl)prop-2-enoxy]-2-methylphenoxy]acetate

Product 1

HCID 90952826Methyl 2-[4-[3-(4-bromophenyl)-3-[4-[2-[4-(hydroxymethyl)phenyl]ethynyl]phenyl]prop-2-enoxy]-2-methylphenoxy]acetate

Sources & evidence

ORD record
ord-4c38be46939145f88a69032fbd881cc7
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (6/10)

Linked notes

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