Toluene → Methyl 2-(butan-2-ylamino)-6-[cyclopropylsulfonyl(methyl)amino]pyridine-4-carboxylate

HRID 112706Notes

Reaction equation

HRID 112706 reaction equation
[C:17]([P:18]([C:19]([CH3:20])([CH3:21])[CH3:22])[c:23]1[cH:24][cH:25][cH:26][cH:27][c:28]1-[c:29]1[cH:30][cH:31][cH:32][cH:33][cH:34]1)([CH3:35])([CH3:36])[CH3:37].[CH2:54]1[O:55][CH2:56][CH2:57][CH2:58]1.[CH3:1][O:2][C:3]([c:4]1[cH:5][c:6]([NH:11][CH:12]([CH3:13])[CH2:14][CH3:15])[n:7][c:8]([Cl:10])[cH:9]1)=[O:16].[CH3:38][NH:39][S:40](=[O:41])(=[O:42])[CH:43]1[CH2:44][CH2:45]1.[CH3:47][c:48]1[cH:49][cH:50][cH:51][cH:52][cH:53]1.[CH3:59][CH2:60][O:61][C:62](=[O:63])[CH3:64].[CH3:65][CH2:66][O:67][CH2:68][CH3:69].[Na:46].[O:108]=[C:109]([CH:110]=[CH:111][c:112]1[cH:113][cH:114][cH:115][cH:116][cH:117]1)[CH:118]=[CH:119][c:120]1[cH:121][cH:122][cH:123][cH:124][cH:125]1.[O:72]=[C:73]([CH:74]=[CH:75][c:76]1[cH:77][cH:78][cH:79][cH:80][cH:81]1)[CH:82]=[CH:83][c:84]1[cH:85][cH:86][cH:87][cH:88][cH:89]1.[O:90]=[C:91]([CH:92]=[CH:93][c:94]1[cH:95][cH:96][cH:97][cH:98][cH:99]1)[CH:100]=[CH:101][c:102]1[cH:103][cH:104][cH:105][cH:106][cH:107]1.[Pd:70].[Pd:71]>>[CH3:1][O:2][C:3]([c:4]1[cH:5][c:6]([NH:11][CH:12]([CH3:13])[CH2:14][CH3:15])[n:7][c:8]([N:39]([CH3:38])[S:40](=[O:41])(=[O:42])[CH:43]2[CH2:44][CH2:45]2)[cH:9]1)=[O:16]

Participants

11

Reactant 10

HCID 1140TolueneHCID 3283Diethyl EtherHCID 8028TetrahydrofuranHCID 8857Ethyl AcetateHCID 23938Palladium2×HCID 95417Dibenzylidene acetone3×HCID 27342152-(Di-tert-butylphosphino)biphenylHCID 5360545SodiumHCID 15334537N-methylcyclopropanesulfonamideHCID 866150062-Sec-butylamino-6-chloro-isonicotinic acid methyl ester

Product 1

HCID 68815531Methyl 2-(butan-2-ylamino)-6-[cyclopropylsulfonyl(methyl)amino]pyridine-4-carboxylate

Sources & evidence

ORD record
ord-6f666486faf8405caa80dba07fd1ea67
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Reaction notes

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