Acetate → 1-{5-[3-(Trifluoromethyl)-5-{[4-(trifluoromethyl)pyrimidin-2-yl]amino}phenyl]-1,3-thiazol-2-yl}cyclobutanol

HRID 159408Notes

Reaction equation

HRID 159408 reaction equation
[Br:56][c:57]1[cH:58][n:59][c:60]([C:62]2([OH:66])[CH2:63][CH2:64][CH2:65]2)[s:61]1.[CH2:1]([P:2]([C:3]12[CH2:4][CH:5]3[CH2:6][CH:7]([CH2:8][CH:9]([CH2:10]3)[CH2:11]1)[CH2:12]2)[C:13]12[CH2:14][CH:15]3[CH2:16][CH:17]([CH2:18][CH:19]([CH2:20]3)[CH2:21]1)[CH2:22]2)[CH2:23][CH2:24][CH3:25].[CH2:69]1[O:70][CH2:71][CH2:72][CH2:73]1.[CH3:26][C:27]1([CH3:28])[C:29]([CH3:30])([CH3:31])[O:32][B:33]([c:34]2[cH:35][c:36]([NH:44][c:45]3[n:46][cH:47][cH:48][c:49]([C:51]([F:52])([F:53])[F:54])[n:50]3)[cH:37][c:38]([C:40]([F:41])([F:42])[F:43])[cH:39]2)[O:55]1.[CH3:74][CH2:75][O:76][C:77](=[O:78])[CH3:79].[F-:67].[K+:68].[O-:81][C:82]([CH3:83])=[O:84].[O-:85][C:86]([CH3:87])=[O:88].[OH2:89].[Pd+2:80]>>[c:34]1(-[c:57]2[cH:58][n:59][c:60]([C:62]3([OH:66])[CH2:63][CH2:64][CH2:65]3)[s:61]2)[cH:35][c:36]([NH:44][c:45]2[n:46][cH:47][cH:48][c:49]([C:51]([F:52])([F:53])[F:54])[n:50]2)[cH:37][c:38]([C:40]([F:41])([F:42])[F:43])[cH:39]1

Participants

11

Reactant 10

HCID 175Acetate2×HCID 813Potassium CationHCID 962WaterHCID 8028TetrahydrofuranHCID 8857Ethyl AcetateHCID 28179Fluoride IonHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 11371790Bis(adamantan-1-yl)(butyl)phosphaneHCID 58456224HCID 58456224, compoundHCID 58456333N-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-5-(trifluoromethyl)phenyl)-4-(trifluoromethyl)pyrimidin-2-amine

Product 1

HCID 584562341-{5-[3-(Trifluoromethyl)-5-{[4-(trifluoromethyl)pyrimidin-2-yl]amino}phenyl]-1,3-thiazol-2-yl}cyclobutanol

Sources & evidence

ORD record
ord-26114f7f3bef4672bf702744aa57ae48
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Reaction notes

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