Potassium Cation → 5-(1-Methyl-1H-pyrazol-4-YL)-1H-pyrrolo[2,3-B]pyridine

HRID 117151Notes

Reaction equation

HRID 117151 reaction equation
[Br:1][c:2]1[cH:3][c:4]2[cH:5][cH:6][nH:7][c:8]2[n:9][cH:10]1.[C:31](=[O:32])([O-:33])[O-:34].[CH2:39]([N+:40]([CH2:41][CH2:42][CH2:43][CH3:44])([CH2:45][CH2:46][CH2:47][CH3:48])[CH2:49][CH2:50][CH2:51][CH3:52])[CH2:53][CH2:54][CH3:55].[CH3:16][n:17]1[n:18][cH:19][c:20]([B:22]2[O:23][C:24]([CH3:25])([CH3:26])[C:27]([CH3:28])([CH3:29])[O:30]2)[cH:21]1.[I-:38].[K+:35].[K+:36].[O:11]1[CH2:12][CH2:13][CH2:14][CH2:15]1.[OH2:37].[Pd:56].[c:114]1([P:115]([c:116]2[cH:117][cH:118][cH:119][cH:120][cH:121]2)[c:122]2[cH:123][cH:124][cH:125][cH:126][cH:127]2)[cH:128][cH:129][cH:130][cH:131][cH:132]1.[c:57]1([P:58]([c:59]2[cH:60][cH:61][cH:62][cH:63][cH:64]2)[c:65]2[cH:66][cH:67][cH:68][cH:69][cH:70]2)[cH:71][cH:72][cH:73][cH:74][cH:75]1.[c:76]1([P:77]([c:78]2[cH:79][cH:80][cH:81][cH:82][cH:83]2)[c:84]2[cH:85][cH:86][cH:87][cH:88][cH:89]2)[cH:90][cH:91][cH:92][cH:93][cH:94]1.[c:95]1([P:96]([c:97]2[cH:98][cH:99][cH:100][cH:101][cH:102]2)[c:103]2[cH:104][cH:105][cH:106][cH:107][cH:108]2)[cH:109][cH:110][cH:111][cH:112][cH:113]1>>[c:2]1(-[c:20]2[cH:19][n:18][n:17]([CH3:16])[cH:21]2)[cH:3][c:4]2[cH:5][cH:6][nH:7][c:8]2[n:9][cH:10]1

Participants

11

Reactant 10

HCID 813Potassium Cation2×HCID 962WaterHCID 8028TetrahydrofuranHCID 11776Triphenylphosphine4×HCID 16028TetrabutylammoniumHCID 19660Carbonate IonHCID 23938PalladiumHCID 30165Iodide IonHCID 27739871-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 103079325-bromo-1H-pyrrolo[2,3-b]pyridine

Product 1

HCID 580861115-(1-Methyl-1H-pyrazol-4-YL)-1H-pyrrolo[2,3-B]pyridine

Sources & evidence

ORD record
ord-b0fddeb1a87342a3b823b859a5fa4ce0
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Reaction notes

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