Potassium Cation → 5-(4-Chloro-phenyl)-7-cyclopropyl-3-ethynyl-pyrazolo[1,5-a]pyrimidine

HRID 2156467Notes

Reaction equation

HRID 2156467 reaction equation
[C:53](=[O:54])([O-:55])[O-:56].[CH2:64]1[O:65][CH2:66][CH2:67][CH2:68]1.[CH3:21][Si:22]([CH3:23])([CH3:24])[C:25]#[CH:26].[CH3:27][CH2:28][N:29]([CH2:30][CH3:31])[CH2:32][CH3:33].[CH3:59][N:60]([CH3:61])[CH:62]=[O:63].[CH3:69][OH:70].[Cl:1][c:2]1[cH:3][cH:4][c:5](-[c:8]2[n:9][c:10]3[n:11]([c:12]([CH:14]4[CH2:15][CH2:16]4)[cH:13]2)[n:17][cH:18][c:19]3[I:20])[cH:6][cH:7]1.[Cu:112][I:113].[K+:57].[K+:58].[Pd:71]([Cl:72])[Cl:73].[c:34]1([P:35]([c:36]2[cH:37][cH:38][cH:39][cH:40][cH:41]2)[c:42]2[cH:43][cH:44][cH:45][cH:46][cH:47]2)[cH:48][cH:49][cH:50][cH:51][cH:52]1.[c:74]1([P:75]([c:76]2[cH:77][cH:78][cH:79][cH:80][cH:81]2)[c:82]2[cH:83][cH:84][cH:85][cH:86][cH:87]2)[cH:88][cH:89][cH:90][cH:91][cH:92]1.[c:93]1([P:94]([c:95]2[cH:96][cH:97][cH:98][cH:99][cH:100]2)[c:101]2[cH:102][cH:103][cH:104][cH:105][cH:106]2)[cH:107][cH:108][cH:109][cH:110][cH:111]1>>[Cl:1][c:2]1[cH:3][cH:4][c:5](-[c:8]2[n:9][c:10]3[n:11]([c:12]([CH:14]4[CH2:15][CH2:16]4)[cH:13]2)[n:17][cH:18][c:19]3[C:25]#[CH:26])[cH:6][cH:7]1

Participants

12

Reactant 11

HCID 813Potassium Cation2×HCID 887MethanolHCID 6228DimethylformamideHCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 11776Triphenylphosphine3×HCID 19660Carbonate IonHCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 66111TrimethylsilylacetyleneHCID 670008755-(4-Chloro-phenyl)-7-cyclopropyl-3-iodo-pyrazolo[1,5-a]pyrimidine

Product 1

HCID 866079965-(4-Chloro-phenyl)-7-cyclopropyl-3-ethynyl-pyrazolo[1,5-a]pyrimidine

Sources & evidence

ORD record
ord-925be7a89f5e435bacffc834eaedd291
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

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