Acetate → Tert-butyl 2-(2-pyridin-3-ylethenyl)pyrrolidine-1-carboxylate

HRID 2348056Notes

Reaction equation

HRID 2348056 reaction equation
[Br:1][c:2]1[cH:3][n:4][cH:5][cH:6][cH:7]1.[C:8]([CH3:9])([CH3:10])([CH3:11])[O:12][C:13](=[O:14])[N:15]1[CH:16]([CH:20]=[CH2:21])[CH2:17][CH2:18][CH2:19]1.[CH3:58][C:59]#[N:60].[CH3:61][CH2:62][N:63]([CH2:64][CH3:65])[CH2:66][CH3:67].[Na+:48].[O-:44][C:45]([OH:46])=[O:47].[O-:50][C:51]([CH3:52])=[O:53].[O-:54][C:55]([CH3:56])=[O:57].[Pd+2:49].[c:22]1([CH3:23])[cH:24][cH:25][cH:26][cH:27][c:28]1[P:29]([c:30]1[cH:31][cH:32][cH:33][cH:34][c:35]1[CH3:36])[c:37]1[cH:38][cH:39][cH:40][cH:41][c:42]1[CH3:43]>>[c:2]1([CH:21]=[CH:20][CH:16]2[N:15]([C:13]([O:12][C:8]([CH3:9])([CH3:10])[CH3:11])=[O:14])[CH2:19][CH2:18][CH2:17]2)[cH:3][n:4][cH:5][cH:6][cH:7]1

Participants

10

Reactant 9

HCID 175Acetate2×HCID 769Bicarbonate IonHCID 923Sodium ionHCID 6342AcetonitrileHCID 8471TriethylamineHCID 122863-BromopyridineHCID 80271Tri-o-tolylphosphineHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 139051562-Vinylpyrrolidine, N-BOC protected

Product 1

HCID 69588975Tert-butyl 2-(2-pyridin-3-ylethenyl)pyrrolidine-1-carboxylate

Sources & evidence

ORD record
ord-892be8dc94ad4ff792a3aaabd992f83c
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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