Ammonium → 4-Cyclopentylamino-5-(4-phenyl-but-1-ynyl)-pyrimidine-2-carbonitrile

HRID 170983Notes

Reaction equation

HRID 170983 reaction equation
[Br:1][c:2]1[c:3]([NH:10][CH:11]2[CH2:12][CH2:13][CH2:14][CH2:15]2)[n:4][c:5]([C:8]#[N:9])[n:6][cH:7]1.[CH3:26][CH2:27][N:28]([CH2:29][CH3:30])[CH2:31][CH3:32].[Cl-:33].[Cu:81][I:82].[NH4+:34].[O:35]=[CH:36][N:37]([CH3:38])[CH3:39].[Pd:40]([Cl:41])[Cl:42].[c:16]1([CH2:22][CH2:23][C:24]#[CH:25])[cH:17][cH:18][cH:19][cH:20][cH:21]1.[c:43]1([P:44]([c:45]2[cH:46][cH:47][cH:48][cH:49][cH:50]2)[c:51]2[cH:52][cH:53][cH:54][cH:55][cH:56]2)[cH:57][cH:58][cH:59][cH:60][cH:61]1.[c:62]1([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)[cH:76][cH:77][cH:78][cH:79][cH:80]1>>[c:2]1([C:25]#[C:24][CH2:23][CH2:22][c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[c:3]([NH:10][CH:11]2[CH2:12][CH2:13][CH2:14][CH2:15]2)[n:4][c:5]([C:8]#[N:9])[n:6][cH:7]1

Participants

10

Reactant 9

HCID 223AmmoniumHCID 312ChlorideHCID 6228DimethylformamideHCID 8471TriethylamineHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 1233604-Phenyl-1-butyneHCID 686474045-Bromo-4-cyclopentylamino-pyrimidine-2-carbonitrile

Product 1

HCID 102452344-Cyclopentylamino-5-(4-phenyl-but-1-ynyl)-pyrimidine-2-carbonitrile

Sources & evidence

ORD record
ord-806090718a9447fa89a5fb5b14372c40
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Reaction notes

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