Dimethylformamide → 3-[(5-cyclopropyl-1-phenyl-1H-pyrazol-4-yl)ethynyl]-4-methoxy-6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyridine

HRID 159673Notes

Reaction equation

HRID 159673 reaction equation
[C:1](#[CH:2])[c:3]1[cH:4][n:5][n:6]2[c:7]1[c:8]([O:18][CH3:19])[cH:9][c:10](-[c:12]1[cH:13][n:14][n:15]([CH3:17])[cH:16]1)[cH:11]2.[CH3:35][CH2:36][N:37]([CH2:38][CH3:39])[CH2:40][CH3:41].[CH3:42][N:43]([CH3:44])[CH:45]=[O:46].[CH:20]1([c:23]2[c:24]([I:34])[cH:25][n:26][n:27]2-[c:28]2[cH:29][cH:30][cH:31][cH:32][cH:33]2)[CH2:21][CH2:22]1.[Cu:47][I:48].[cH:49]1[cH:50][cH:51][c:52]([P:53]([Pd:54]([P:55]([c:56]2[cH:57][cH:58][cH:59][cH:60][cH:61]2)([c:62]2[cH:63][cH:64][cH:65][cH:66][cH:67]2)[c:68]2[cH:69][cH:70][cH:71][cH:72][cH:73]2)([P:74]([c:75]2[cH:76][cH:77][cH:78][cH:79][cH:80]2)([c:81]2[cH:82][cH:83][cH:84][cH:85][cH:86]2)[c:87]2[cH:88][cH:89][cH:90][cH:91][cH:92]2)[P:93]([c:94]2[cH:95][cH:96][cH:97][cH:98][cH:99]2)([c:100]2[cH:101][cH:102][cH:103][cH:104][cH:105]2)[c:106]2[cH:107][cH:108][cH:109][cH:110][cH:111]2)([c:112]2[cH:113][cH:114][cH:115][cH:116][cH:117]2)[c:118]2[cH:119][cH:120][cH:121][cH:122][cH:123]2)[cH:124][cH:125]1>>[C:1](#[C:2][c:24]1[c:23]([CH:20]2[CH2:21][CH2:22]2)[n:27](-[c:28]2[cH:29][cH:30][cH:31][cH:32][cH:33]2)[n:26][cH:25]1)[c:3]1[cH:4][n:5][n:6]2[c:7]1[c:8]([O:18][CH3:19])[cH:9][c:10](-[c:12]1[cH:13][n:14][n:15]([CH3:17])[cH:16]1)[cH:11]2

Participants

7

Reactant 6

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 584046903-ethynyl-4-methoxy-6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyridineHCID 672072835-cyclopropyl-4-iodo-1-phenyl-1H-pyrazoleHCID 178420554HCID 178420554, compound

Product 1

HCID 584047073-[(5-cyclopropyl-1-phenyl-1H-pyrazol-4-yl)ethynyl]-4-methoxy-6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyridine

Sources & evidence

ORD record
ord-75bdf1150fe74025bf999e07acbf8d96
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Reaction notes

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