Acetate → 4-Chloro-2-[[(2,3-difluorophenyl)methyl]thio]-6-[(2,2-dimethyl-1,3-dioxan-5-yl)methyl]pyrimidine
Reaction equation
[CH3:61][C:62]1([CH3:69])[O:63][CH2:64][C:65](=[CH2:68])[CH2:66][O:67]1.[CH:1]12[CH2:2][CH2:3][CH2:4][CH:5]([BH:6]1)[CH2:7][CH2:8][CH2:9]2.[Cl:43][c:44]1[n:45][c:46]([S:51][CH2:52][c:53]2[c:54]([F:60])[c:55]([F:59])[cH:56][cH:57][cH:58]2)[n:47][c:48]([Cl:50])[cH:49]1.[K+:15].[K+:16].[K+:17].[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:10]([O-:11])([O-:12])([O-:13])=[O:14].[Pd+2:75].[c:18]1(-[c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[cH:25][cH:26][cH:27][cH:28][c:29]1[P:30]([CH:31]1[CH2:32][CH2:33][CH2:34][CH2:35][CH2:36]1)[CH:37]1[CH2:38][CH2:39][CH2:40][CH2:41][CH2:42]1>>[c:44]1([CH2:68][CH:65]2[CH2:64][O:63][C:62]([CH3:61])([CH3:69])[O:67][CH2:66]2)[n:45][c:46]([S:51][CH2:52][c:53]2[c:54]([F:60])[c:55]([F:59])[cH:56][cH:57][cH:58]2)[n:47][c:48]([Cl:50])[cH:49]1Participants
10
Reactant 9
HCID 175Acetate2×
HCID 813Potassium Cation3×
HCID 1061Phosphate
HCID 8028Tetrahydrofuran
HCID 789669-Borabicyclo(3.3.1)nonane
HCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)
HCID 27342162-(Dicyclohexylphosphino)biphenyl
HCID 139114312,2-Dimethyl-5-methylidene-1,3-dioxane
HCID 859280374,6-Dichloro-2-((2,3-difluorobenzyl)thio)pyrimidineProduct 1
Sources & evidence
- ORD record
- ord-f49daaf0d5994a2eadc756c70d54621b
- Source dataset
- Validation data from https://doi.org/10.1039/C8SC04228D
Reaction notes
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