Acetate → Methyl 3-[2-[3-(hydroxymethyl)phenyl]pyrimidin-5-yl]prop-2-enoate

HRID 2333898Notes

Reaction equation

HRID 2333898 reaction equation
[Br:1][c:2]1[cH:3][n:4][c:5](-[c:8]2[cH:9][c:10]([CH2:14][OH:15])[cH:11][cH:12][cH:13]2)[n:6][cH:7]1.[C:16]([CH:17]=[CH2:18])(=[O:19])[O:20][CH3:21].[CH2:52]([N+:53]([CH2:54][CH2:55][CH2:56][CH3:57])([CH2:58][CH2:59][CH2:60][CH3:61])[CH2:62][CH2:63][CH2:64][CH3:65])[CH2:66][CH2:67][CH3:68].[CH3:42][C:43](=[O:44])[O-:45].[Cl-:51].[K+:41].[O-:70][C:71]([CH3:72])=[O:73].[O-:74][C:75]([CH3:76])=[O:77].[O:46]=[CH:47][N:48]([CH3:49])[CH3:50].[OH2:78].[Pd+2:69].[c:22]1([P:23]([c:24]2[cH:25][cH:26][cH:27][cH:28][cH:29]2)[c:30]2[cH:31][cH:32][cH:33][cH:34][cH:35]2)[cH:36][cH:37][cH:38][cH:39][cH:40]1>>[c:2]1([CH:18]=[CH:17][C:16](=[O:19])[O:20][CH3:21])[cH:3][n:4][c:5](-[c:8]2[cH:9][c:10]([CH2:14][OH:15])[cH:11][cH:12][cH:13]2)[n:6][cH:7]1

Participants

11

Reactant 10

HCID 175Acetate3×HCID 312ChlorideHCID 813Potassium CationHCID 962WaterHCID 6228DimethylformamideHCID 7294Methyl AcrylateHCID 11776TriphenylphosphineHCID 16028TetrabutylammoniumHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 59484879(3-(5-Bromopyrimidin-2-yl)phenyl)methanol

Product 1

HCID 76742604Methyl 3-[2-[3-(hydroxymethyl)phenyl]pyrimidin-5-yl]prop-2-enoate

Sources & evidence

ORD record
ord-8e556e85b26d4e1a958850a6cd8456f9
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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