Toluene → methyl 5-chloro-4-(1-methyl-1H-1,2,3-triazol-5-yl)-2-thiophenecarboxylate

HRID 113391Notes

Reaction equation

HRID 113391 reaction equation
[Br:20][c:21]1[cH:22][c:23]([C:27](=[O:28])[O:29][CH3:30])[s:24][c:25]1[Cl:26].[CH2:31]([N:32]([CH2:33][CH3:34])[CH2:35][CH3:36])[CH3:37].[CH3:1][n:2]1[n:3][n:4][cH:5][c:6]1[Sn:7]([CH2:8][CH2:9][CH2:10][CH3:11])([CH2:12][CH2:13][CH2:14][CH3:15])[CH2:16][CH2:17][CH2:18][CH3:19].[CH3:79][c:80]1[cH:81][cH:82][cH:83][cH:84][cH:85]1.[Pd:38]([Cl:39])[Cl:40].[c:41]1([P:42]([c:43]2[cH:44][cH:45][cH:46][cH:47][cH:48]2)[c:49]2[cH:50][cH:51][cH:52][cH:53][cH:54]2)[cH:55][cH:56][cH:57][cH:58][cH:59]1.[c:60]1([P:61]([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)[cH:74][cH:75][cH:76][cH:77][cH:78]1>>[CH3:1][n:2]1[n:3][n:4][cH:5][c:6]1-[c:21]1[cH:22][c:23]([C:27](=[O:28])[O:29][CH3:30])[s:24][c:25]1[Cl:26]

Participants

7

Reactant 6

HCID 1140TolueneHCID 8471TriethylamineHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 226098261-methyl-5-(tributylstannyl)-1H-1,2,3-triazoleHCID 57826388Methyl 4-bromo-5-chlorothiophene-2-carboxylate

Product 1

HCID 57826646methyl 5-chloro-4-(1-methyl-1H-1,2,3-triazol-5-yl)-2-thiophenecarboxylate

Sources & evidence

ORD record
ord-b6349a62459942b98c5e363db0a0945a
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Reaction notes

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