Bicarbonate Ion → 5-(2,4-Bis-benzyloxy-5-chlorophenyl)-4-(4-methoxy-phenyl)-isoxazole-3-carboxylic acid ethylamide

HRID 204870Notes

Reaction equation

HRID 204870 reaction equation
[C:46](=[O:47])([O-:48])[OH:49].[CH2:12]([CH3:13])[NH:14][C:15](=[O:16])[c:17]1[n:18][o:19][c:20](-[c:23]2[c:24]([O:38][CH2:39][c:40]3[cH:41][cH:42][cH:43][cH:44][cH:45]3)[cH:25][c:26]([O:30][CH2:31][c:32]3[cH:33][cH:34][cH:35][cH:36][cH:37]3)[c:27]([Cl:29])[cH:28]2)[c:21]1[Br:22].[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([B:9]([OH:10])[OH:11])[cH:7][cH:8]1.[Na+:50].[O:51]=[CH:52][N:53]([CH3:54])[CH3:55].[OH2:97].[Pd:56]([Cl:57])[Cl:58].[c:59]1([P:60]([c:61]2[cH:62][cH:63][cH:64][cH:65][cH:66]2)[c:67]2[cH:68][cH:69][cH:70][cH:71][cH:72]2)[cH:73][cH:74][cH:75][cH:76][cH:77]1.[c:78]1([P:79]([c:80]2[cH:81][cH:82][cH:83][cH:84][cH:85]2)[c:86]2[cH:87][cH:88][cH:89][cH:90][cH:91]2)[cH:92][cH:93][cH:94][cH:95][cH:96]1>>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6](-[c:21]2[c:17]([C:15]([NH:14][CH2:12][CH3:13])=[O:16])[n:18][o:19][c:20]2-[c:23]2[c:24]([O:38][CH2:39][c:40]3[cH:41][cH:42][cH:43][cH:44][cH:45]3)[cH:25][c:26]([O:30][CH2:31][c:32]3[cH:33][cH:34][cH:35][cH:36][cH:37]3)[c:27]([Cl:29])[cH:28]2)[cH:7][cH:8]1

Participants

9

Reactant 8

HCID 769Bicarbonate IonHCID 923Sodium ionHCID 962WaterHCID 6228DimethylformamideHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 201262(4-Methoxyphenyl)boronic acidHCID 247740425-(2,4-Bis(benzyloxy)-5-chlorophenyl)-4-bromo-N-ethylisoxazole-3-carboxamide

Product 1

HCID 247744405-(2,4-Bis-benzyloxy-5-chlorophenyl)-4-(4-methoxy-phenyl)-isoxazole-3-carboxylic acid ethylamide

Sources & evidence

ORD record
ord-263fb960839f44678aaacce8b9b73100
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (6/10)

Reaction notes

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