Acetate → Benzyl 2-(benzyloxy)-5-(piperidin-1-yl)benzoate

HRID 138067Notes

Reaction equation

HRID 138067 reaction equation
[C:7](=[O:8])([O-:9])[O-:10].[CH2:1]1[CH2:2][CH2:3][NH:4][CH2:5][CH2:6]1.[CH2:47]([c:48]1[cH:49][cH:50][cH:51][cH:52][cH:53]1)[O:54][c:55]1[c:56]([C:57](=[O:58])[O:59][CH2:60][c:61]2[cH:62][cH:63][cH:64][cH:65][cH:66]2)[cH:67][c:68]([Br:71])[cH:69][cH:70]1.[CH3:137][CH2:138][O:139][C:140](=[O:141])[CH3:142].[CH3:144][c:145]1[cH:146][cH:147][cH:148][cH:149][cH:150]1.[CH:13]1([P:14]([CH:15]2[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]2)[c:21]2[cH:22][cH:23][cH:24][cH:25][c:26]2-[c:27]2[c:28]([CH:29]([CH3:30])[CH3:31])[cH:32][c:33]([CH:34]([CH3:35])[CH3:36])[cH:37][c:38]2[CH:39]([CH3:40])[CH3:41])[CH2:42][CH2:43][CH2:44][CH2:45][CH2:46]1.[Cs+:11].[Cs+:12].[O-:129][C:130]([CH3:131])=[O:132].[O-:133][C:134]([CH3:135])=[O:136].[O:110]=[C:111]([CH:112]=[CH:113][c:114]1[cH:115][cH:116][cH:117][cH:118][cH:119]1)[CH:120]=[CH:121][c:122]1[cH:123][cH:124][cH:125][cH:126][cH:127]1.[O:74]=[C:75]([CH:76]=[CH:77][c:78]1[cH:79][cH:80][cH:81][cH:82][cH:83]1)[CH:84]=[CH:85][c:86]1[cH:87][cH:88][cH:89][cH:90][cH:91]1.[O:92]=[C:93]([CH:94]=[CH:95][c:96]1[cH:97][cH:98][cH:99][cH:100][cH:101]1)[CH:102]=[CH:103][c:104]1[cH:105][cH:106][cH:107][cH:108][cH:109]1.[OH2:143].[Pd+2:128].[Pd:72].[Pd:73]>>[CH2:1]1[CH2:2][CH2:3][N:4]([c:68]2[cH:67][c:56]([C:57](=[O:58])[O:59][CH2:60][c:61]3[cH:62][cH:63][cH:64][cH:65][cH:66]3)[c:55]([O:54][CH2:47][c:48]3[cH:49][cH:50][cH:51][cH:52][cH:53]3)[cH:70][cH:69]2)[CH2:5][CH2:6]1

Participants

13

Reactant 12

HCID 175Acetate2×HCID 962WaterHCID 1140TolueneHCID 8082PiperidineHCID 8857Ethyl AcetateHCID 19660Carbonate IonHCID 23938Palladium2×HCID 95417Dibenzylidene acetone3×HCID 104967Cesium cation2×HCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 111557942-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 17750009Benzyl 2-(benzyloxy)-5-bromobenzoate

Product 1

HCID 66990101Benzyl 2-(benzyloxy)-5-(piperidin-1-yl)benzoate

Sources & evidence

ORD record
ord-e5665b98811a41bd9aff25d7831d556b
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Reaction notes

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