Acetonitrile → Tert-butyl 3-{[5-amino-6-({3-methyl-4-[(6-methylpyridin-3-yl)oxy]phenyl}amino)pyrimidin-4-yl]ethynyl}benzylcarbamate

HRID 2151359Notes

Reaction equation

HRID 2151359 reaction equation
[C:26](#[CH:27])[c:28]1[cH:29][c:30]([CH2:31][NH:32][C:33]([O:34][C:35]([CH3:36])([CH3:37])[CH3:38])=[O:39])[cH:40][cH:41][cH:42]1.[CH3:43][C:44]#[N:45].[Cu:46][I:47].[I:2][c:3]1[c:4]([NH2:25])[c:5]([NH:9][c:10]2[cH:11][c:12]([CH3:24])[c:13]([O:16][c:17]3[cH:18][n:19][c:20]([CH3:23])[cH:21][cH:22]3)[cH:14][cH:15]2)[n:6][cH:7][n:8]1.[IH:1]>>[c:3]1([C:27]#[C:26][c:28]2[cH:29][c:30]([CH2:31][NH:32][C:33]([O:34][C:35]([CH3:36])([CH3:37])[CH3:38])=[O:39])[cH:40][cH:41][cH:42]2)[c:4]([NH2:25])[c:5]([NH:9][c:10]2[cH:11][c:12]([CH3:24])[c:13]([O:16][c:17]3[cH:18][n:19][c:20]([CH3:23])[cH:21][cH:22]3)[cH:14][cH:15]2)[n:6][cH:7][n:8]1

Participants

6

Reactant 5

HCID 6342AcetonitrileHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24841Hydrogen iodideHCID 50742306tert-Butyl 3-ethynylbenzylcarbamateHCID 866157486-iodo-4-N-[3-methyl-4-[(6-methyl-3-pyridinyl)oxy]phenyl]pyrimidine-4,5-diamine

Product 1

HCID 67521384Tert-butyl 3-{[5-amino-6-({3-methyl-4-[(6-methylpyridin-3-yl)oxy]phenyl}amino)pyrimidin-4-yl]ethynyl}benzylcarbamate

Sources & evidence

ORD record
ord-190f64592c3a4e7eb70d8030d0b7f5bd
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

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