Acetate → tert-Butyl 4-(5-methylpyridin-2-yl)piperazine-1-carboxylate

HRID 1214331Notes

Reaction equation

HRID 1214331 reaction equation
[C:1]([CH3:2])([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][N:11]([c:14]2[n:15][cH:16][c:17]([Br:20])[cH:18][cH:19]2)[CH2:12][CH2:13]1.[CH3:52][B:53]([OH:54])[OH:55].[CH3:65][CH2:66][O:67][C:68](=[O:69])[CH3:70].[CH:21]1([P:22]([CH:23]2[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]2)[c:29]2[cH:30][cH:31][cH:32][cH:33][c:34]2-[c:35]2[c:36]([O:37][CH3:38])[cH:39][cH:40][cH:41][c:42]2[O:43][CH3:44])[CH2:45][CH2:46][CH2:47][CH2:48][CH2:49]1.[F-:50].[K+:51].[O-:57][C:58]([CH3:59])=[O:60].[O-:61][C:62]([CH3:63])=[O:64].[O:71]1[CH2:72][CH2:73][CH2:74][CH2:75]1.[Pd+2:56]>>[C:1]([CH3:2])([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][N:11]([c:14]2[n:15][cH:16][c:17]([CH3:21])[cH:18][cH:19]2)[CH2:12][CH2:13]1

Participants

10

Reactant 9

HCID 175Acetate2×HCID 813Potassium CationHCID 8028TetrahydrofuranHCID 8857Ethyl AcetateHCID 28179Fluoride IonHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 139377Methylboronic AcidHCID 112447754-Boc-1-(5-bromo-2-pyridyl)piperazineHCID 112698722-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl

Product 1

HCID 45788994tert-Butyl 4-(5-methylpyridin-2-yl)piperazine-1-carboxylate

Sources & evidence

ORD record
ord-58b191d3346e450e9e8984bea5a6cbf1
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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