Acetonitrile → tert-butyl N-[1-[2-[[5-[2-(2-aminopyrimidin-5-yl)ethynyl]-2-fluorobenzoyl]amino]-4-(trifluoromethyl)phenyl]piperidin-3-yl]-N-methylcarbamate

HRID 681556Notes

Reaction equation

HRID 681556 reaction equation
[C:37](#[CH:38])[c:39]1[cH:40][n:41][c:42]([NH2:45])[n:43][cH:44]1.[CH3:46][CH2:47][N:48]([CH2:49][CH3:50])[CH2:51][CH3:52].[CH3:53][C:54]#[N:55].[Cu:97][I:98].[F:1][c:2]1[c:3]([C:4](=[O:5])[NH:6][c:7]2[c:8]([N:17]3[CH2:18][CH:19]([N:23]([C:24]([O:25][C:26]([CH3:27])([CH3:28])[CH3:29])=[O:30])[CH3:31])[CH2:20][CH2:21][CH2:22]3)[cH:9][cH:10][c:11]([C:13]([F:14])([F:15])[F:16])[cH:12]2)[cH:32][c:33]([I:36])[cH:34][cH:35]1.[Pd:56]([Cl:57])[Cl:58].[c:59]1([P:60]([c:61]2[cH:62][cH:63][cH:64][cH:65][cH:66]2)[c:67]2[cH:68][cH:69][cH:70][cH:71][cH:72]2)[cH:73][cH:74][cH:75][cH:76][cH:77]1.[c:78]1([P:79]([c:80]2[cH:81][cH:82][cH:83][cH:84][cH:85]2)[c:86]2[cH:87][cH:88][cH:89][cH:90][cH:91]2)[cH:92][cH:93][cH:94][cH:95][cH:96]1>>[F:1][c:2]1[c:3]([C:4](=[O:5])[NH:6][c:7]2[c:8]([N:17]3[CH2:18][CH:19]([N:23]([C:24]([O:25][C:26]([CH3:27])([CH3:28])[CH3:29])=[O:30])[CH3:31])[CH2:20][CH2:21][CH2:22]3)[cH:9][cH:10][c:11]([C:13]([F:14])([F:15])[F:16])[cH:12]2)[cH:32][c:33]([C:38]#[C:37][c:39]2[cH:40][n:41][c:42]([NH2:45])[n:43][cH:44]2)[cH:34][cH:35]1

Participants

8

Reactant 7

HCID 6342AcetonitrileHCID 8471TriethylamineHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 161090215-Ethynylpyrimidin-2-amineHCID 68457850tert-butyl N-[1-[2-[(2-fluoro-5-iodobenzoyl)amino]-4-(trifluoromethyl)phenyl]piperidin-3-yl]-N-methylcarbamate

Product 1

HCID 68457888tert-butyl N-[1-[2-[[5-[2-(2-aminopyrimidin-5-yl)ethynyl]-2-fluorobenzoyl]amino]-4-(trifluoromethyl)phenyl]piperidin-3-yl]-N-methylcarbamate

Sources & evidence

ORD record
ord-241558ac89484ace9180703f8f141a17
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (3/10)

Reaction notes

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