Dimethylformamide → Methyl 1-((3-fluoro-4-(5-(1-(4-fluorophenyl)vinyl)thiazolo[5,4-b]pyridine-2-yl)phenyl)methyl)azetidine-3-carboxylate

HRID 161145Notes

Reaction equation

HRID 161145 reaction equation
[CH2:29]([Sn:30]([CH2:31][CH2:32][CH2:33][CH3:43])([C:34](=[CH2:35])[c:36]1[cH:37][cH:38][c:39]([F:42])[cH:40][cH:41]1)[CH2:44][CH2:45][CH2:46][CH3:47])[CH2:48][CH2:49][CH3:50].[CH3:56][CH2:57][O:58][C:59]([CH3:60])=[O:61].[Cl:3][c:4]1[cH:5][cH:6][c:7]2[c:8]([n:9]1)[s:10][c:11](-[c:13]1[c:14]([F:28])[cH:15][c:16]([CH2:19][N:20]3[CH2:21][CH:22]([C:24](=[O:25])[O:26][CH3:27])[CH2:23]3)[cH:17][cH:18]1)[n:12]2.[Cs+:2].[Cu:62][I:63].[F-:1].[O:51]=[CH:52][N:53]([CH3:54])[CH3:55].[Pd:64].[c:103]1([P:104]([c:105]2[cH:106][cH:107][cH:108][cH:109][cH:110]2)[c:111]2[cH:112][cH:113][cH:114][cH:115][cH:116]2)[cH:117][cH:118][cH:119][cH:120][cH:121]1.[c:122]1([P:123]([c:124]2[cH:125][cH:126][cH:127][cH:128][cH:129]2)[c:130]2[cH:131][cH:132][cH:133][cH:134][cH:135]2)[cH:136][cH:137][cH:138][cH:139][cH:140]1.[c:65]1([P:66]([c:67]2[cH:68][cH:69][cH:70][cH:71][cH:72]2)[c:73]2[cH:74][cH:75][cH:76][cH:77][cH:78]2)[cH:79][cH:80][cH:81][cH:82][cH:83]1.[c:84]1([P:85]([c:86]2[cH:87][cH:88][cH:89][cH:90][cH:91]2)[c:92]2[cH:93][cH:94][cH:95][cH:96][cH:97]2)[cH:98][cH:99][cH:100][cH:101][cH:102]1>>[c:4]1([C:34](=[CH2:35])[c:36]2[cH:37][cH:38][c:39]([F:42])[cH:40][cH:41]2)[cH:5][cH:6][c:7]2[c:8]([n:9]1)[s:10][c:11](-[c:13]1[c:14]([F:28])[cH:15][c:16]([CH2:19][N:20]3[CH2:21][CH:22]([C:24](=[O:25])[O:26][CH3:27])[CH2:23]3)[cH:17][cH:18]1)[n:12]2

Participants

10

Reactant 9

HCID 6228DimethylformamideHCID 8857Ethyl AcetateHCID 11776Triphenylphosphine4×HCID 23938PalladiumHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 28179Fluoride IonHCID 104967Cesium cationHCID 67111781Tributyl(1-(4-fluorophenyl)vinyl)stannaneHCID 86638707Methyl 1-((4-(5-chlorothiazolo[5,4-b]pyridine-2-yl)-3-fluorophenyl)methyl)azetidine-3-carboxylate

Product 1

HCID 67111924Methyl 1-((3-fluoro-4-(5-(1-(4-fluorophenyl)vinyl)thiazolo[5,4-b]pyridine-2-yl)phenyl)methyl)azetidine-3-carboxylate

Sources & evidence

ORD record
ord-0103ce0a5e4d4360a6bb475558bcd9f8
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Reaction notes

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