Ethanol → 4-(5-(Tetrahydro-2H-pyran-4-YL)pyrimidin-4-yloxy)aniline

Reaction equation

[CH3:24][CH2:25][OH:26].[O:1]1[CH2:2][CH2:3][C:4]([c:7]2[c:8]([O:13][c:14]3[cH:15][cH:16][c:17]([NH2:18])[cH:19][cH:20]3)[n:9][cH:10][n:11][cH:12]2)=[CH:5][CH2:6]1.[OH-:21].[OH-:23].[Pd+2:22]>>[O:1]1[CH2:2][CH2:3][CH:4]([c:7]2[c:8]([O:13][c:14]3[cH:15][cH:16][c:17]([NH2:18])[cH:19][cH:20]3)[n:9][cH:10][n:11][cH:12]2)[CH2:5][CH2:6]1

Participants

Reactant 4

HCID 702Ethanol

HCID 961Hydroxide2×

HCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)

HCID 593269884-(5-(3,6-Dihydro-2H-pyran-4-YL)pyrimidin-4-yloxy)aniline

Product 1

HCID 593268884-(5-(Tetrahydro-2H-pyran-4-YL)pyrimidin-4-yloxy)aniline

Sources & evidence

ORD record: ord-7e37da33cd254c54aa2539d64780c67b
Source dataset: Training data from https://doi.org/10.1039/C8SC04228D (9/10)
DOI: 10.1039/C8SC04228D

Reaction notes

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