Acetate → tert-butyl 4-[4-(3,6-dihydro-2H-pyran-4-yl)-1-(2-pyrrolidin-1-ylethyl)imidazol-2-yl]piperidine-1-carboxylate

HRID 833903

Reaction equation

HRID 833903 reaction equation
[B-:48]([F:49])([F:50])([F:51])[F:52].[C:53]([PH+:54]([C:55]([CH3:56])([CH3:57])[CH3:58])[C:59]([CH3:60])([CH3:61])[CH3:62])([CH3:63])([CH3:64])[CH3:65].[CH3:67][O:68][C:69]([CH3:70])([CH3:71])[CH3:72].[CH3:82][S:83](=[O:84])[CH3:85].[I:16][c:17]1[n:18][c:19]([CH:29]2[CH2:30][CH2:31][N:32]([C:35](=[O:36])[O:37][C:38]([CH3:39])([CH3:40])[CH3:41])[CH2:33][CH2:34]2)[n:20]([CH2:22][CH2:23][N:24]2[CH2:25][CH2:26][CH2:27][CH2:28]2)[cH:21]1.[Na+:42].[Na+:43].[O-:44][C:45](=[O:46])[O-:47].[O-:74][C:75]([CH3:76])=[O:77].[O-:78][C:79]([CH3:80])=[O:81].[O:1]1[CH2:2][CH2:3][C:4]([B:7]2[O:8][C:9]([CH3:10])([CH3:11])[C:12]([CH3:13])([CH3:14])[O:15]2)=[CH:5][CH2:6]1.[OH2:66].[Pd+2:73]>>[O:1]1[CH2:2][CH2:3][C:4]([c:17]2[n:18][c:19]([CH:29]3[CH2:30][CH2:31][N:32]([C:35](=[O:36])[O:37][C:38]([CH3:39])([CH3:40])[CH3:41])[CH2:33][CH2:34]3)[n:20]([CH2:22][CH2:23][N:24]3[CH2:25][CH2:26][CH2:27][CH2:28]3)[cH:21]2)=[CH:5][CH2:6]1

Participants

12

Reactant 11

HCID 175Acetate2×HCID 679Dimethyl SulfoxideHCID 923Sodium ion2×HCID 962WaterHCID 15413tert-Butyl methyl etherHCID 19660Carbonate IonHCID 26255TetrafluoroborateHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 4060964Tri-t-butylphosphoniumHCID 112180533,6-Dihydro-2H-pyran-4-boronic acid pinacol esterHCID 67112018Tert-butyl 4-[4-iodo-1-(2-pyrrolidin-1-ylethyl)imidazol-2-yl]piperidine-1-carboxylate

Product 1

HCID 67112253tert-butyl 4-[4-(3,6-dihydro-2H-pyran-4-yl)-1-(2-pyrrolidin-1-ylethyl)imidazol-2-yl]piperidine-1-carboxylate

Sources & evidence

ORD record
ord-0509c286ba1a42b6ad8890259b026b10
Source dataset
Test data from https://doi.org/10.1039/C8SC04228D

Linked notes

Loading…