Carbonate Ion → 4-[6-(5-Chloro-2-fluoro-phenyl)-3-methyl-isoxazolo[5,4-d]pyrimidin-4-ylamino]-nicotinic acid methyl ester

HRID 173676

Reaction equation

HRID 173676 reaction equation
[C:77](=[O:78])([O-:79])[O-:80].[CH3:66][O:67][C:68]([c:69]1[cH:70][n:71][cH:72][cH:73][c:74]1[NH2:75])=[O:76].[Cl:1][c:2]1[c:3]2[c:4]([n:5][c:6](-[c:8]3[c:9]([F:15])[cH:10][cH:11][c:12]([Cl:14])[cH:13]3)[n:7]1)[o:16][n:17][c:18]2[CH3:19].[Cs+:81].[Cs+:82].[O:109]=[C:110]([CH:111]=[CH:112][c:113]1[cH:114][cH:115][cH:116][cH:117][cH:118]1)[CH:119]=[CH:120][c:121]1[cH:122][cH:123][cH:124][cH:125][cH:126]1.[O:127]=[C:128]([CH:129]=[CH:130][c:131]1[cH:132][cH:133][cH:134][cH:135][cH:136]1)[CH:137]=[CH:138][c:139]1[cH:140][cH:141][cH:142][cH:143][cH:144]1.[O:83]1[CH2:84][CH2:85][O:86][CH2:87][CH2:88]1.[O:91]=[C:92]([CH:93]=[CH:94][c:95]1[cH:96][cH:97][cH:98][cH:99][cH:100]1)[CH:101]=[CH:102][c:103]1[cH:104][cH:105][cH:106][cH:107][cH:108]1.[Pd:89].[Pd:90].[cH:20]1[cH:21][cH:22][c:23]([P:24]([c:25]2[cH:26][cH:27][c:28]3[c:29]([cH:30][cH:31][cH:32][cH:33]3)[c:34]2-[c:35]2[c:36]3[c:37]([cH:38][cH:39][cH:40][cH:41]3)[cH:42][cH:43][c:44]2[P:45]([c:46]2[cH:47][cH:48][cH:49][cH:50][cH:51]2)[c:52]2[cH:53][cH:54][cH:55][cH:56][cH:57]2)[c:58]2[cH:59][cH:60][cH:61][cH:62][cH:63]2)[cH:64][cH:65]1>>[c:2]1([NH:75][c:74]2[c:69]([C:68]([O:67][CH3:66])=[O:76])[cH:70][n:71][cH:72][cH:73]2)[c:3]2[c:4]([n:5][c:6](-[c:8]3[c:9]([F:15])[cH:10][cH:11][c:12]([Cl:14])[cH:13]3)[n:7]1)[o:16][n:17][c:18]2[CH3:19]

Participants

9

Reactant 8

HCID 19660Carbonate IonHCID 23938Palladium2×HCID 312751,4-DioxaneHCID 95417Dibenzylidene acetone3×HCID 104967Cesium cation2×HCID 592353Methyl 4-aminopyridine-3-carboxylateHCID 634876Binap, (A+-)-HCID 211043424-Chloro-6-(5-chloro-2-fluoro-phenyl)-3-methyl-isoxazolo[5,4-d]pyrimidine

Product 1

HCID 588659594-[6-(5-Chloro-2-fluoro-phenyl)-3-methyl-isoxazolo[5,4-d]pyrimidin-4-ylamino]-nicotinic acid methyl ester

Sources & evidence

ORD record
ord-6e902343dfc546e8b63b36028b4bf4b8
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Linked notes

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