Acetate → 1,1-Dimethylethyl 4-[(3-cyanophenyl)amino]-1-piperidinecarboxylate

HRID 1151983Notes

Reaction equation

HRID 1151983 reaction equation
[Br:67][c:68]1[cH:69][c:70]([C:71]#[N:72])[cH:73][cH:74][cH:75]1.[C:47](=[O:48])([O-:49])[O-:50].[C:82]([O-:83])(=[O:84])[CH3:85].[C:87]([O-:88])(=[O:89])[CH3:90].[CH2:76]1[O:77][CH2:78][CH2:79][O:80][CH2:81]1.[Cs+:51].[Cs+:52].[NH2:53][CH:54]1[CH2:55][CH2:56][N:57]([C:60](=[O:61])[O:62][C:63]([CH3:64])([CH3:65])[CH3:66])[CH2:58][CH2:59]1.[Pd+2:86].[cH:1]1[cH:2][cH:3][c:4]([P:5]([c:6]2[cH:7][cH:8][c:9]3[c:10]([cH:11][cH:12][cH:13][cH:14]3)[c:15]2-[c:16]2[c:17]3[c:18]([cH:19][cH:20][cH:21][cH:22]3)[cH:23][cH:24][c:25]2[P:26]([c:27]2[cH:28][cH:29][cH:30][cH:31][cH:32]2)[c:33]2[cH:34][cH:35][cH:36][cH:37][cH:38]2)[c:39]2[cH:40][cH:41][cH:42][cH:43][cH:44]2)[cH:45][cH:46]1>>[NH:53]([CH:54]1[CH2:55][CH2:56][N:57]([C:60](=[O:61])[O:62][C:63]([CH3:64])([CH3:65])[CH3:66])[CH2:58][CH2:59]1)[c:68]1[cH:69][c:70]([C:71]#[N:72])[cH:73][cH:74][cH:75]1

Participants

9

Reactant 8

HCID 175Acetate2×HCID 19660Carbonate IonHCID 233813-BromobenzonitrileHCID 312751,4-DioxaneHCID 104967Cesium cation2×HCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 634876Binap, (A+-)-HCID 12682914-Amino-1-Boc-piperidine

Product 1

HCID 252237961,1-Dimethylethyl 4-[(3-cyanophenyl)amino]-1-piperidinecarboxylate

Sources & evidence

ORD record
ord-be181cf26d0b43ef884808632278ada4
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (7/10)

Reaction notes

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