Acetate → 4-Chloro-2-[[(2,3-difluorophenyl)methyl]thio]-6-[(2,2-dimethyl-1,3-dioxan-5-yl)methyl]pyrimidine

HRID 296792Notes

Reaction equation

HRID 296792 reaction equation
[CH3:10][C:11]1([CH3:18])[O:12][CH2:13][C:14](=[CH2:17])[CH2:15][O:16]1.[CH:1]12[CH2:2][CH2:3][CH2:4][CH:5]([BH:6]1)[CH2:7][CH2:8][CH2:9]2.[Cl:52][c:53]1[n:54][c:55]([S:60][CH2:61][c:62]2[c:63]([F:69])[c:64]([F:68])[cH:65][cH:66][cH:67]2)[n:56][c:57]([Cl:59])[cH:58]1.[K+:24].[K+:25].[K+:26].[O-:76][C:77]([CH3:78])=[O:79].[O-:80][C:81]([CH3:82])=[O:83].[O:70]1[CH2:71][CH2:72][CH2:73][CH2:74]1.[P:19]([O-:20])([O-:21])([O-:22])=[O:23].[Pd+2:75].[c:27]1(-[c:28]2[cH:29][cH:30][cH:31][cH:32][cH:33]2)[cH:34][cH:35][cH:36][cH:37][c:38]1[P:39]([CH:40]1[CH2:41][CH2:42][CH2:43][CH2:44][CH2:45]1)[CH:46]1[CH2:47][CH2:48][CH2:49][CH2:50][CH2:51]1>>[CH3:10][C:11]1([CH3:18])[O:12][CH2:13][CH:14]([CH2:17][c:57]2[n:56][c:55]([S:60][CH2:61][c:62]3[c:63]([F:69])[c:64]([F:68])[cH:65][cH:66][cH:67]3)[n:54][c:53]([Cl:52])[cH:58]2)[CH2:15][O:16]1

Participants

10

Reactant 9

HCID 175Acetate2×HCID 813Potassium Cation3×HCID 1061PhosphateHCID 8028TetrahydrofuranHCID 789669-Borabicyclo(3.3.1)nonaneHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 27342162-(Dicyclohexylphosphino)biphenylHCID 139114313190-50-9HCID 859280374,6-Dichloro-2-((2,3-difluorobenzyl)thio)pyrimidine

Product 1

HCID 866198634-Chloro-2-[[(2,3-difluorophenyl)methyl]thio]-6-[(2,2-dimethyl-1,3-dioxan-5-yl)methyl]pyrimidine

Sources & evidence

ORD record
ord-89b30035f6a2405a817c7ace748a5cb1
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)

Reaction notes

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