Acetate → Methyl 6-(1,4-dioxaspiro[4,5]dec-7-en-8-yl)nicotinate

HRID 1238704Notes

Reaction equation

HRID 1238704 reaction equation
[Br:1][c:2]1[n:3][cH:4][c:5]([C:6](=[O:7])[O:8][CH3:9])[cH:10][cH:11]1.[CH:25]1([P:26]([CH:27]2[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32]2)[c:33]2[cH:34][cH:35][cH:36][cH:37][c:38]2-[c:39]2[c:40]([O:41][CH3:42])[cH:43][cH:44][cH:45][c:46]2[O:47][CH3:48])[CH2:49][CH2:50][CH2:51][CH2:52][CH2:53]1.[K+:59].[K+:60].[K+:61].[O-:63][C:64]([CH3:65])=[O:66].[O-:67][C:68]([CH3:69])=[O:70].[O:12]1[CH2:13][CH2:14][O:15][C:16]12[CH2:17][CH:18]=[C:19]([B:22]([OH:23])[OH:24])[CH2:20][CH2:21]2.[O:72]1[CH2:73][CH2:74][O:75][CH2:76][CH2:77]1.[OH2:71].[P:54]([O-:55])([O-:56])([O-:57])=[O:58].[Pd+2:62]>>[c:2]1([C:19]2=[CH:18][CH2:17][C:16]3([O:12][CH2:13][CH2:14][O:15]3)[CH2:21][CH2:20]2)[n:3][cH:4][c:5]([C:6](=[O:7])[O:8][CH3:9])[cH:10][cH:11]1

Participants

10

Reactant 9

HCID 175Acetate2×HCID 813Potassium Cation3×HCID 962WaterHCID 1061PhosphateHCID 312751,4-DioxaneHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 112698722-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 13349623Methyl 6-bromopyridine-3-carboxylateHCID 441187651,4-Dioxaspiro[4.5]dec-7-en-8-ylboronic acid

Product 1

HCID 69059497Methyl 6-(1,4-dioxaspiro[4,5]dec-7-en-8-yl)nicotinate

Sources & evidence

ORD record
ord-3a21e7d56b21463794ae1682de53192a
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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