Ammonium → 4-(2,2-Dimethyl-propylamino)-5-{3-[4-(4-methyl-piperazin-1-yl)-phenyl]-prop-1-ynyl}-pyrimidine-2-carbonitrile
Reaction equation
[Br:17][c:18]1[c:19]([NH:26][CH2:27][C:28]([CH3:29])([CH3:30])[CH3:31])[n:20][c:21]([C:24]#[N:25])[n:22][cH:23]1.[CH2:41]1[O:42][CH2:43][CH2:44][CH2:45]1.[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([c:8]2[cH:9][cH:10][c:11]([CH2:14][C:15]#[CH:16])[cH:12][cH:13]2)[CH2:6][CH2:7]1.[CH3:32][CH2:33][N:34]([CH2:35][CH3:36])[CH2:37][CH3:38].[Cl-:39].[Cu:87][I:88].[NH4+:40].[Pd:46]([Cl:47])[Cl:48].[c:49]1([P:50]([c:51]2[cH:52][cH:53][cH:54][cH:55][cH:56]2)[c:57]2[cH:58][cH:59][cH:60][cH:61][cH:62]2)[cH:63][cH:64][cH:65][cH:66][cH:67]1.[c:68]1([P:69]([c:70]2[cH:71][cH:72][cH:73][cH:74][cH:75]2)[c:76]2[cH:77][cH:78][cH:79][cH:80][cH:81]2)[cH:82][cH:83][cH:84][cH:85][cH:86]1>>[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([c:8]2[cH:9][cH:10][c:11]([CH2:14][C:15]#[C:16][c:18]3[c:19]([NH:26][CH2:27][C:28]([CH3:29])([CH3:30])[CH3:31])[n:20][c:21]([C:24]#[N:25])[n:22][cH:23]3)[cH:12][cH:13]2)[CH2:6][CH2:7]1Participants
10
Reactant 9
HCID 223Ammonium
HCID 312Chloride
HCID 8028Tetrahydrofuran
HCID 8471Triethylamine
HCID 11776Triphenylphosphine2×
HCID 24290Palladium Chloride
HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)
HCID 179681615-Bromo-4-(2,2-dimethylpropylamino)pyrimidine-2-carbonitrile
HCID 577141261-Methyl4-(4-prop-2-ynyl-phenyl)-piperazineProduct 1
Sources & evidence
- ORD record
- ord-e45b3d9447c542cc8b4580e91d56ca06
- Source dataset
- Test data from https://doi.org/10.1039/C8SC04228D
Reaction notes
Loading…