Methanol → N-[1-[4-[3-[tert-butyl(dimethyl)silyl]oxyazetidin-1-yl]phenyl]ethyl]acetamide

HRID 2149745Notes

Reaction equation

HRID 2149745 reaction equation
[Br:1][c:2]1[cH:3][cH:4][c:5]([CH:8]([CH3:9])[NH:10][C:11]([CH3:12])=[O:13])[cH:6][cH:7]1.[C:14]([CH3:15])([CH3:16])([CH3:17])[Si:18]([O:19][CH:20]1[CH2:21][NH:22][CH2:23]1)([CH3:24])[CH3:25].[C:32]([P:33]([C:34]([CH3:35])([CH3:36])[CH3:37])[c:38]1[cH:39][cH:40][cH:41][cH:42][c:43]1-[c:44]1[cH:45][cH:46][cH:47][cH:48][cH:49]1)([CH3:50])([CH3:51])[CH3:52].[CH2:53]1[O:54][CH2:55][CH2:56][O:57][CH2:58]1.[CH3:115][OH:116].[CH3:26][C:27]([CH3:28])([O-:29])[CH3:30].[CH:61](=[CH:62][C:63]([CH:64]=[CH:65][c:66]1[cH:67][cH:68][cH:69][cH:70][cH:71]1)=[O:72])[c:73]1[cH:74][cH:75][cH:76][cH:77][cH:78]1.[CH:79](=[CH:80][C:81]([CH:82]=[CH:83][c:84]1[cH:85][cH:86][cH:87][cH:88][cH:89]1)=[O:90])[c:91]1[cH:92][cH:93][cH:94][cH:95][cH:96]1.[CH:97](=[CH:98][C:99]([CH:100]=[CH:101][c:102]1[cH:103][cH:104][cH:105][cH:106][cH:107]1)=[O:108])[c:109]1[cH:110][cH:111][cH:112][cH:113][cH:114]1.[Na+:31].[OH2:117].[Pd:59].[Pd:60]>>[c:2]1([N:22]2[CH2:21][CH:20]([O:19][Si:18]([C:14]([CH3:15])([CH3:16])[CH3:17])([CH3:24])[CH3:25])[CH2:23]2)[cH:3][cH:4][c:5]([CH:8]([CH3:9])[NH:10][C:11]([CH3:12])=[O:13])[cH:6][cH:7]1

Participants

11

Reactant 10

HCID 887MethanolHCID 923Sodium ionHCID 962WaterHCID 23938Palladium2×HCID 312751,4-DioxaneHCID 95417Dibenzylidene acetone3×HCID 27342152-(Di-tert-butylphosphino)biphenylHCID 2854373N-[1-(4-bromophenyl)ethyl]acetamideHCID 45749132-Methylpropan-2-olateHCID 574386563-((tert-Butyldimethylsilanyl)oxy)azetidine

Product 1

HCID 89654762N-[1-[4-[3-[tert-butyl(dimethyl)silyl]oxyazetidin-1-yl]phenyl]ethyl]acetamide

Sources & evidence

ORD record
ord-9fa2eb44574d42b699371e4b2e317154
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

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