Dimethylformamide → 3-[2-(4-[2-Methyl-tetrazol-5-yl]phenyl)ethynyl]-3-hydroxyquinuclidine

HRID 99019Notes

Reaction equation

HRID 99019 reaction equation
[C:1](#[CH:2])[C:3]1([OH:11])[CH2:4][N:5]2[CH2:6][CH2:7][CH:8]1[CH2:9][CH2:10]2.[CH3:12][n:13]1[n:14][c:15](-[c:18]2[cH:19][cH:20][c:21]([Br:24])[cH:22][cH:23]2)[n:16][n:17]1.[CH3:25][CH2:26][N:27]([CH2:28][CH3:29])[CH2:30][CH3:31].[CH3:32][N:33]([CH3:34])[CH:35]=[O:36].[Cl:37][CH2:38][Cl:39].[Cu:81][I:82].[Pd:40]([Cl:41])[Cl:42].[c:43]1([P:44]([c:45]2[cH:46][cH:47][cH:48][cH:49][cH:50]2)[c:51]2[cH:52][cH:53][cH:54][cH:55][cH:56]2)[cH:57][cH:58][cH:59][cH:60][cH:61]1.[c:62]1([P:63]([c:64]2[cH:65][cH:66][cH:67][cH:68][cH:69]2)[c:70]2[cH:71][cH:72][cH:73][cH:74][cH:75]2)[cH:76][cH:77][cH:78][cH:79][cH:80]1>>[C:1](#[C:2][c:21]1[cH:20][cH:19][c:18](-[c:15]2[n:14][n:13]([CH3:12])[n:17][n:16]2)[cH:23][cH:22]1)[C:3]1([OH:11])[CH2:4][N:5]2[CH2:6][CH2:7][CH:8]1[CH2:9][CH2:10]2

Participants

9

Reactant 8

HCID 6228DimethylformamideHCID 6344DichloromethaneHCID 8471TriethylamineHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 6109772-Methyl-5-(4-bromophenyl)tetrazoleHCID 36135173-Ethynyl-1-azabicyclo[2.2.2]octan-3-ol

Product 1

HCID 197031083-[2-(4-[2-Methyl-tetrazol-5-yl]phenyl)ethynyl]-3-hydroxyquinuclidine

Sources & evidence

ORD record
ord-25c9d9c8c4d54a0d8bf9a0dd1434a442
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Reaction notes

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