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

HRID 1213375Notes

Reaction equation

HRID 1213375 reaction equation
[CH2:1]([C:2]#[CH:3])[N:4]1[CH2:5][CH2:6][CH:7]([OH:10])[CH2:8][CH2:9]1.[CH:11]([NH:12][CH:13]([CH3:14])[CH3:15])([CH3:16])[CH3:17].[Cu:57][I:58].[I: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]([C:48]([F:49])([F:50])[F:51])[cH:46][cH:47]2)[cH:23][cH:24]1.[O:52]1[CH2:53][CH2:54][CH2:55][CH2:56]1.[Pd:59]([Cl:60])[Cl:61].[c:62]1([P:63]([c:64]2[cH:65][cH:66][cH:67][cH:68][cH:69]2)[c:70]2[cH:71][cH:72][cH:73][cH:74][cH:75]2)[cH:76][cH:77][cH:78][cH:79][cH:80]1.[c:81]1([P:82]([c:83]2[cH:84][cH:85][cH:86][cH:87][cH:88]2)[c:89]2[cH:90][cH:91][cH:92][cH:93][cH:94]2)[cH:95][cH:96][cH:97][cH:98][cH:99]1>>[CH2:1]([C:2]#[C:3][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]([C:48]([F:49])([F:50])[F:51])[cH:46][cH:47]2)[cH:23][cH:24]1)[N:4]1[CH2:5][CH2:6][CH:7]([OH:10])[CH2:8][CH2:9]1

Participants

8

Reactant 7

HCID 7912DiisopropylamineHCID 8028TetrahydrofuranHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 186167231-(Prop-2-yn-1-yl)piperidin-4-olHCID 91270331Methyl 2-[4-[3-(4-iodophenyl)-3-[4-(trifluoromethyl)phenyl]prop-2-enoxy]-2-methylphenoxy]acetate

Product 1

HCID 91474668Methyl 2-[4-[3-[4-[3-(4-hydroxypiperidin-1-yl)prop-1-ynyl]phenyl]-3-[4-(trifluoromethyl)phenyl]prop-2-enoxy]-2-methylphenoxy]acetate

Sources & evidence

ORD record
ord-9efffc7926a142ec816b0b6e5f7d7f0a
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

Loading…