Acetamide → 6-(6-acetamidopyrimidin-4-yl)oxy-N-[4-fluoro-3-(trifluoromethyl)phenyl]isoquinoline-1-carboxamide

HRID 201806Notes

Reaction equation

HRID 201806 reaction equation
[C:79](=[O:80])([O-:81])[O-:82].[CH3:33][C:34]([NH2:35])=[O:36].[CH3:37][C:38]1([CH3:39])[c:40]2[cH:41][cH:42][cH:43][c:44]([P:45]([c:46]3[cH:47][cH:48][cH:49][cH:50][cH:51]3)[c:52]3[cH:53][cH:54][cH:55][cH:56][cH:57]3)[c:58]2[O:59][c:60]2[c:61]1[cH:62][cH:63][cH:64][c:65]2[P:66]([c:67]1[cH:68][cH:69][cH:70][cH:71][cH:72]1)[c:73]1[cH:74][cH:75][cH:76][cH:77][cH:78]1.[Cs+:83].[Cs+:84].[F:1][c:2]1[c:3]([C:29]([F:30])([F:31])[F:32])[cH:4][c:5]([NH:8][C:9](=[O:10])[c:11]2[n:12][cH:13][cH:14][c:15]3[cH:16][c:17]([O:21][c:22]4[n:23][cH:24][n:25][c:26]([Cl:28])[cH:27]4)[cH:18][cH:19][c:20]23)[cH:6][cH:7]1.[O:112]=[C:113]([CH:114]=[CH:115][c:116]1[cH:117][cH:118][cH:119][cH:120][cH:121]1)[CH:122]=[CH:123][c:124]1[cH:125][cH:126][cH:127][cH:128][cH:129]1.[O:130]=[C:131]([CH:132]=[CH:133][c:134]1[cH:135][cH:136][cH:137][cH:138][cH:139]1)[CH:140]=[CH:141][c:142]1[cH:143][cH:144][cH:145][cH:146][cH:147]1.[O:85]1[CH2:86][CH2:87][O:88][CH2:89][CH2:90]1.[O:94]=[C:95]([CH:96]=[CH:97][c:98]1[cH:99][cH:100][cH:101][cH:102][cH:103]1)[CH:104]=[CH:105][c:106]1[cH:107][cH:108][cH:109][cH:110][cH:111]1.[OH2:91].[Pd:92].[Pd:93]>>[F:1][c:2]1[c:3]([C:29]([F:30])([F:31])[F:32])[cH:4][c:5]([NH:8][C:9](=[O:10])[c:11]2[n:12][cH:13][cH:14][c:15]3[cH:16][c:17]([O:21][c:22]4[n:23][cH:24][n:25][c:26]([NH:35][C:34]([CH3:33])=[O:36])[cH:27]4)[cH:18][cH:19][c:20]23)[cH:6][cH:7]1

Participants

10

Reactant 9

HCID 178AcetamideHCID 962WaterHCID 19660Carbonate IonHCID 23938Palladium2×HCID 312751,4-DioxaneHCID 95417Dibenzylidene acetone3×HCID 104967Cesium cation2×HCID 6360441,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 866249386-(6-chloropyrimidin-4-yl)oxy-N-[4-fluoro-3-(trifluoromethyl)phenyl]isoquinoline-1-carboxamide

Product 1

HCID 674053016-(6-acetamidopyrimidin-4-yl)oxy-N-[4-fluoro-3-(trifluoromethyl)phenyl]isoquinoline-1-carboxamide

Sources & evidence

ORD record
ord-2b939d5438d44955b89fa4ae927b0f94
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (6/10)

Reaction notes

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