Methanol → 6'-((Trimethylsilyl)ethynyl)-2-fluoro-5-(4-piperidin-1-ylmethyl-phenyl)-[3,4']bipyridinyl-3'-ylamine
Reaction equation
[Br:1][c:2]1[cH:3][c:4](-[c:9]2[c:10]([F:28])[n:11][cH:12][c:13](-[c:15]3[cH:16][cH:17][c:18]([CH2:21][N:22]4[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27]4)[cH:19][cH:20]3)[cH:14]2)[c:5]([NH2:8])[cH:6][n:7]1.[CH2:44]1[O:45][CH2:46][CH2:47][O:48][CH2:49]1.[CH3:38][Si:39]([CH3:40])([CH3:41])[C:42]#[CH:43].[CH3:53][OH:54].[CH:29]([N:30]([CH2:31][CH3:32])[CH:33]([CH3:34])[CH3:35])([CH3:36])[CH3:37].[Cl:50][CH2:51][Cl:52].[Cu:55][I:56].[cH:57]1[cH:58][cH:59][c:60]([P:61]([Pd:62]([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)[c:76]2[cH:77][cH:78][cH:79][cH:80][cH:81]2)([P:82]([c:83]2[cH:84][cH:85][cH:86][cH:87][cH:88]2)([c:89]2[cH:90][cH:91][cH:92][cH:93][cH:94]2)[c:95]2[cH:96][cH:97][cH:98][cH:99][cH:100]2)[P:101]([c:102]2[cH:103][cH:104][cH:105][cH:106][cH:107]2)([c:108]2[cH:109][cH:110][cH:111][cH:112][cH:113]2)[c:114]2[cH:115][cH:116][cH:117][cH:118][cH:119]2)([c:120]2[cH:121][cH:122][cH:123][cH:124][cH:125]2)[c:126]2[cH:127][cH:128][cH:129][cH:130][cH:131]2)[cH:132][cH:133]1>>[c:2]1([C:43]#[C:42][Si:39]([CH3:38])([CH3:40])[CH3:41])[cH:3][c:4](-[c:9]2[c:10]([F:28])[n:11][cH:12][c:13](-[c:15]3[cH:16][cH:17][c:18]([CH2:21][N:22]4[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27]4)[cH:19][cH:20]3)[cH:14]2)[c:5]([NH2:8])[cH:6][n:7]1Participants
9
Reactant 8
HCID 887Methanol
HCID 6344Dichloromethane
HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)
HCID 312751,4-Dioxane
HCID 66111Trimethylsilylacetylene
HCID 81531Diisopropylethylamine
HCID 582666266'-Bromo-2-fluoro-5-(4-piperidin-1-ylmethylphenyl)-[3,4]bipyridinyl-3'-ylamine
HCID 178420554HCID 178420554, compoundProduct 1
Sources & evidence
- ORD record
- ord-cce59d981b2d4927b64b77b17170894c
- Source dataset
- Training data from https://doi.org/10.1039/C8SC04228D (6/10)
Reaction notes
Loading…