Dimethylformamide → [2-(4-Ethynylphenyl)-quinazolin-4-yl]-(5-methyl-2H-pyrazol-3-yl)-amine

HRID 1201369Notes

Reaction equation

HRID 1201369 reaction equation
[Br:1][c:2]1[cH:3][cH:4][c:5](-[c:8]2[n:9][c:10]3[cH:11][cH:12][cH:13][cH:14][c:15]3[c:16]([NH:18][c:19]3[nH:20][n:21][c:22]([CH3:24])[cH:23]3)[n:17]2)[cH:6][cH:7]1.[CH3:25][Si:26]([CH3:27])([CH3:28])[C:29]#[CH:30].[CH3:31][CH2:32][N:33]([CH2:34][CH3:35])[CH2:36][CH3:37].[Cu:43][I:44].[O:38]=[CH:39][N:40]([CH3:41])[CH3:42].[Pd:45]([Cl:46])[Cl:47].[c:48]1([P:49]([c:50]2[cH:51][cH:52][cH:53][cH:54][cH:55]2)[c:56]2[cH:57][cH:58][cH:59][cH:60][cH:61]2)[cH:62][cH:63][cH:64][cH:65][cH:66]1.[c:67]1([P:68]([c:69]2[cH:70][cH:71][cH:72][cH:73][cH:74]2)[c:75]2[cH:76][cH:77][cH:78][cH:79][cH:80]2)[cH:81][cH:82][cH:83][cH:84][cH:85]1>>[c:2]1([C:29]#[CH:30])[cH:3][cH:4][c:5](-[c:8]2[n:9][c:10]3[cH:11][cH:12][cH:13][cH:14][c:15]3[c:16]([NH:18][c:19]3[nH:20][n:21][c:22]([CH3:24])[cH:23]3)[n:17]2)[cH:6][cH:7]1

Participants

8

Reactant 7

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 66111TrimethylsilylacetyleneHCID 178418845[2-(4-bromo-phenyl)-quinazolin-4-yl]-(5-methyl-2H-pyrazol-3-yl)-amine

Product 1

HCID 178435862[2-(4-Ethynylphenyl)-quinazolin-4-yl]-(5-methyl-2H-pyrazol-3-yl)-amine

Sources & evidence

ORD record
ord-c9145db3dd0c4771ad0fd774fcbe4297
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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