Dimethylformamide → 3-[5-(7-azabicyclo[2.2.1]heptan-7-yl)-2-nitro-phenyl]-N,N-dimethyl-prop-2-yn-1-amine
Reaction equation
[Br:1][c:2]1[cH:3][c:4]([N:11]2[CH:12]3[CH2:13][CH2:14][CH:15]2[CH2:16][CH2:17]3)[cH:5][cH:6][c:7]1[N+:8](=[O:9])[O-:10].[CH3:23][CH2:24][N:25]([CH2:26][CH3:27])[CH2:28][CH3:29].[CH3:30][N:31]([CH2:32][C:33]#[CH:34])[CH3:35].[CH3:36][CH2:37][O:38][C:39](=[O:40])[CH3:41].[Cu:83][I:84].[O:18]=[CH:19][N:20]([CH3:21])[CH3:22].[Pd:42]([Cl:43])[Cl:44].[c:45]1([P:46]([c:47]2[cH:48][cH:49][cH:50][cH:51][cH:52]2)[c:53]2[cH:54][cH:55][cH:56][cH:57][cH:58]2)[cH:59][cH:60][cH:61][cH:62][cH:63]1.[c:64]1([P:65]([c:66]2[cH:67][cH:68][cH:69][cH:70][cH:71]2)[c:72]2[cH:73][cH:74][cH:75][cH:76][cH:77]2)[cH:78][cH:79][cH:80][cH:81][cH:82]1>>[c:2]1([C:34]#[C:33][CH2:32][N:31]([CH3:30])[CH3:35])[cH:3][c:4]([N:11]2[CH:12]3[CH2:13][CH2:14][CH:15]2[CH2:16][CH2:17]3)[cH:5][cH:6][c:7]1[N+:8](=[O:9])[O-:10]Participants
9
Reactant 8
HCID 6228Dimethylformamide
HCID 8471Triethylamine
HCID 8857Ethyl Acetate
HCID 11776Triphenylphosphine2×
HCID 24290Palladium Chloride
HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)
HCID 81643N,N-Dimethylpropargylamine
HCID 575168467-(3-Bromo-4-nitrophenyl)-7-azabicyclo[2.2.1]heptaneProduct 1
Sources & evidence
- ORD record
- ord-317ea1b317e345f2b687d78624c56a8c
- Source dataset
- Test data from https://doi.org/10.1039/C8SC04228D
Reaction notes
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