Dimethylformamide → 2-(4-(1,3-Dioxan-2-yl)-2-fluorophenyl)-5-(1-cyclohexylvinyl)thiazolo[5,4-b]pyridine

HRID 1211418Notes

Reaction equation

HRID 1211418 reaction equation
[Br:3][C:4](=[CH2:5])[CH:6]1[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11]1.[Cs+:2].[Cu:43][I:44].[F-:1].[O:12]1[CH:13]([c:18]2[cH:19][c:20]([F:37])[c:21](-[c:24]3[s:25][c:26]4[n:27][c:28]([Sn:33]([CH3:34])([CH3:35])[CH3:36])[cH:29][cH:30][c:31]4[n:32]3)[cH:22][cH:23]2)[O:14][CH2:15][CH2:16][CH2:17]1.[O:38]=[CH:39][N:40]([CH3:41])[CH3:42].[Pd:45].[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:46]1([P:47]([c:48]2[cH:49][cH:50][cH:51][cH:52][cH:53]2)[c:54]2[cH:55][cH:56][cH:57][cH:58][cH:59]2)[cH:60][cH:61][cH:62][cH:63][cH:64]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](=[CH2:5])([CH:6]1[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11]1)[c:28]1[n:27][c:26]2[s:25][c:24](-[c:21]3[c:20]([F:37])[cH:19][c:18]([CH:13]4[O:12][CH2:17][CH2:16][CH2:15][O:14]4)[cH:23][cH:22]3)[n:32][c:31]2[cH:30][cH:29]1

Participants

9

Reactant 8

HCID 6228DimethylformamideHCID 11776Triphenylphosphine4×HCID 23938PalladiumHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 28179Fluoride IonHCID 104967Cesium cationHCID 11805501(1-Bromovinyl)cyclohexaneHCID 591748322-(4-(1,3-Dioxan-2-yl)-2-fluorophenyl)-5-(trimethylstannyl)thiazolo[5,4-b]pyridine

Product 1

HCID 671116042-(4-(1,3-Dioxan-2-yl)-2-fluorophenyl)-5-(1-cyclohexylvinyl)thiazolo[5,4-b]pyridine

Sources & evidence

ORD record
ord-84cf32a03e214d2883c3e450a1925234
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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