Acetate → 3-(6-Hydroxy-1-(4-(2-(piperidin-1-yl)ethoxy)phenoxy)naphthalen-2-yl)thiophene-2-carbonitrile

HRID 134031Notes

Reaction equation

HRID 134031 reaction equation
[Br:1][c:2]1[c:3]([C:7]#[N:8])[s:4][cH:5][cH:6]1.[CH3:61][CH2:62][OH:63].[CH3:73][C:74]#[N:75].[CH:9]1([P:10]([CH:11]2[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]2)[CH:17]2[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]2)[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27]1.[ClH:30].[Cs+:29].[F-:28].[O-:65][C:66]([CH3:67])=[O:68].[O-:69][C:70]([CH3:71])=[O:72].[OH:31][c:32]1[cH:33][c:34]2[cH:35][cH:36][c:37]([B:58]([OH:59])[OH:60])[c:38]([O:42][c:43]3[cH:44][cH:45][c:46]([O:49][CH2:50][CH2:51][N:52]4[CH2:53][CH2:54][CH2:55][CH2:56][CH2:57]4)[cH:47][cH:48]3)[c:39]2[cH:40][cH:41]1.[Pd+2:64]>>[c:2]1(-[c:37]2[cH:36][cH:35][c:34]3[cH:33][c:32]([OH:31])[cH:41][cH:40][c:39]3[c:38]2[O:42][c:43]2[cH:44][cH:45][c:46]([O:49][CH2:50][CH2:51][N:52]3[CH2:53][CH2:54][CH2:55][CH2:56][CH2:57]3)[cH:47][cH:48]2)[c:3]([C:7]#[N:8])[s:4][cH:5][cH:6]1

Participants

11

Reactant 10

HCID 175Acetate2×HCID 313Hydrochloric AcidHCID 702EthanolHCID 6342AcetonitrileHCID 28179Fluoride IonHCID 75806TricyclohexylphosphineHCID 104967Cesium cationHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 27400883-Bromothiophene-2-carbonitrileHCID 58878031[6-Hydroxy-1-[4-(2-piperidin-1-ylethoxy)phenoxy]naphthalen-2-yl]boronic acid

Product 1

HCID 583385773-(6-Hydroxy-1-(4-(2-(piperidin-1-yl)ethoxy)phenoxy)naphthalen-2-yl)thiophene-2-carbonitrile

Sources & evidence

ORD record
ord-6e52389d3e68445ea198c22d41633b19
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Reaction notes

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