Acetate → Tert-butyl 2-(pyridin-4-yl)-2,8-diazaspiro[4.5]decane-8-carboxylate

HRID 2132355Notes

Reaction equation

HRID 2132355 reaction equation
[Br:64][c:65]1[cH:66][cH:67][n:68][cH:69][cH:70]1.[C:47]([CH3:48])([CH3:49])([CH3:50])[O:51][C:52](=[O:53])[N:54]1[CH2:55][CH2:56][C:57]2([CH2:58][CH2:59][NH:60][CH2:61]2)[CH2:62][CH2:63]1.[CH3:72][c:73]1[cH:74][cH:75][cH:76][cH:77][cH:78]1.[ClH:71].[O-:80][C:81]([CH3:82])=[O:83].[O-:84][C:85]([CH3:86])=[O:87].[Pd+2:79].[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>>[C:47]([CH3:48])([CH3:49])([CH3:50])[O:51][C:52](=[O:53])[N:54]1[CH2:55][CH2:56][C:57]2([CH2:58][CH2:59][N:60]([c:65]3[cH:66][cH:67][n:68][cH:69][cH:70]3)[CH2:61]2)[CH2:62][CH2:63]1

Participants

8

Reactant 7

HCID 175Acetate2×HCID 313Hydrochloric AcidHCID 1140TolueneHCID 142684-BromopyridineHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 634876Binap, (A+-)-HCID 23282900tert-Butyl 2,8-diazaspiro(4.5)decane-8-carboxylate

Product 1

HCID 59486376Tert-butyl 2-(pyridin-4-yl)-2,8-diazaspiro[4.5]decane-8-carboxylate

Sources & evidence

ORD record
ord-899639cf41c4496b81a40149478ced41
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

Loading…