Sodium ion → tert-Butyl (5-(pyrimidin-5-yloxy)pyridin-3-yl)carbamate

HRID 174794Notes

Reaction equation

HRID 174794 reaction equation
[Br:1][c:2]1[cH:3][c:4]([O:8][c:9]2[cH:10][n:11][cH:12][n:13][cH:14]2)[cH:5][n:6][cH:7]1.[C:15]([NH2:16])([O:17][C:18]([CH3:19])([CH3:20])[CH3:21])=[O:22].[C:29]([P:30]([C:31]([CH3:32])([CH3:33])[CH3:34])[c:35]1[cH:36][cH:37][cH:38][cH:39][c:40]1-[c:41]1[c:42]([CH:43]([CH3:44])[CH3:45])[cH:46][c:47]([CH:48]([CH3:49])[CH3:50])[cH:51][c:52]1[CH:53]([CH3:54])[CH3:55])([CH3:56])([CH3:57])[CH3:58].[CH3:23][C:24]([CH3:25])([O-:26])[CH3:27].[CH3:59][c:60]1[cH:61][cH:62][cH:63][cH:64][cH:65]1.[CH:108](=[CH:109][C:110]([CH:111]=[CH:112][c:113]1[cH:114][cH:115][cH:116][cH:117][cH:118]1)=[O:119])[c:120]1[cH:121][cH:122][cH:123][cH:124][cH:125]1.[CH:66]([Cl:67])([Cl:68])[Cl:69].[CH:72](=[CH:73][C:74]([CH:75]=[CH:76][c:77]1[cH:78][cH:79][cH:80][cH:81][cH:82]1)=[O:83])[c:84]1[cH:85][cH:86][cH:87][cH:88][cH:89]1.[CH:90](=[CH:91][C:92]([CH:93]=[CH:94][c:95]1[cH:96][cH:97][cH:98][cH:99][cH:100]1)=[O:101])[c:102]1[cH:103][cH:104][cH:105][cH:106][cH:107]1.[Na+:28].[Pd:70].[Pd:71]>>[c:2]1([NH:16][C:15]([O:17][C:18]([CH3:19])([CH3:20])[CH3:21])=[O:22])[cH:3][c:4]([O:8][c:9]2[cH:10][n:11][cH:12][n:13][cH:14]2)[cH:5][n:6][cH:7]1

Participants

10

Reactant 9

HCID 923Sodium ionHCID 1140TolueneHCID 6212ChloroformHCID 23938Palladium2×HCID 77922tert-Butyl carbamateHCID 95417Dibenzylidene acetone3×HCID 45749132-Methylpropan-2-olateHCID 11618717Di-tert-butyl(2',4',6'-tris(propan-2-yl)-(1,1'-biphenyl)-2-yl)phosphaneHCID 510379325-((5-Bromopyridin-3-yl)oxy)pyrimidine

Product 1

HCID 58349145tert-Butyl (5-(pyrimidin-5-yloxy)pyridin-3-yl)carbamate

Sources & evidence

ORD record
ord-b891f2ee03f24b9e81360c0146f0ead7
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (6/10)

Reaction notes

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