Methanol → Tert-butyl 4-[4-[6-amino-5-(6-fluorooxazolo[4,5-b]pyridin-2-yl)-3-pyridyl]pyrazol-1-yl]piperidine-1-carboxylate

HRID 1564335Notes

Reaction equation

HRID 1564335 reaction equation
[Br:28][c:29]1[cH:30][c:31](-[c:36]2[o:37][c:38]3[c:39]([n:40][cH:41][c:42]([F:44])[cH:43]3)[n:45]2)[c:32]([NH2:35])[n:33][cH:34]1.[CH3:1][C:2]1([CH3:3])[C:4]([CH3:5])([CH3:6])[O:7][B:8]([c:9]2[cH:10][n:11][n:12]([CH:14]3[CH2:15][CH2:16][N:17]([C:20](=[O:21])[O:22][C:23]([CH3:24])([CH3:25])[CH3:26])[CH2:18][CH2:19]3)[cH:13]2)[O:27]1.[CH3:89][OH:90].[Cs+:47].[F-:46].[Pd:48]([Cl:49])[Cl:50].[c:51]1([P:52]([c:53]2[cH:54][cH:55][cH:56][cH:57][cH:58]2)[c:59]2[cH:60][cH:61][cH:62][cH:63][cH:64]2)[cH:65][cH:66][cH:67][cH:68][cH:69]1.[c:70]1([P:71]([c:72]2[cH:73][cH:74][cH:75][cH:76][cH:77]2)[c:78]2[cH:79][cH:80][cH:81][cH:82][cH:83]2)[cH:84][cH:85][cH:86][cH:87][cH:88]1>>[c:9]1(-[c:29]2[cH:30][c:31](-[c:36]3[o:37][c:38]4[c:39]([n:40][cH:41][c:42]([F:44])[cH:43]4)[n:45]3)[c:32]([NH2:35])[n:33][cH:34]2)[cH:10][n:11][n:12]([CH:14]2[CH2:15][CH2:16][N:17]([C:20](=[O:21])[O:22][C:23]([CH3:24])([CH3:25])[CH3:26])[CH2:18][CH2:19]2)[cH:13]1

Participants

8

Reactant 7

HCID 887MethanolHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 28179Fluoride IonHCID 104967Cesium cationHCID 45480279tert-butyl 4-[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]piperidine-1-carboxylateHCID 67388498HCID 67388498, compound

Product 1

HCID 67389039Tert-butyl 4-[4-[6-amino-5-(6-fluorooxazolo[4,5-b]pyridin-2-yl)-3-pyridyl]pyrazol-1-yl]piperidine-1-carboxylate

Sources & evidence

ORD record
ord-77ecc642d54c475c8d6adfd8b1b8b279
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (1/10)

Reaction notes

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