1,2-Dichloroethane → 1'-(Bicyclo[2.2.1]hept-5-en-2-ylmethyl)spiro[isoindoline-1,4'-piperidin]-3-one

HRID 1217462Notes

Reaction equation

HRID 1217462 reaction equation
[C:1]([O:2][BH-:3]([O:4][C:5](=[O:6])[CH3:7])[O:8][C:9](=[O:10])[CH3:11])(=[O:12])[CH3:13].[CH:30]12[CH:31]([CH:37]=[O:38])[CH2:32][CH:33]([CH:34]=[CH:35]1)[CH2:36]2.[Cl:46][CH2:47][CH2:48][Cl:49].[F:39][C:40]([F:41])([F:42])[C:43]([OH:44])=[O:45].[NH:15]1[CH2:16][CH2:17][C:18]2([NH:19][C:20](=[O:27])[c:21]3[cH:22][cH:23][cH:24][cH:25][c:26]32)[CH2:28][CH2:29]1.[Na+:14]>>[N:15]1([CH2:37][CH:31]2[CH:30]3[CH:35]=[CH:34][CH:33]([CH2:32]2)[CH2:36]3)[CH2:16][CH2:17][C:18]2([NH:19][C:20](=[O:27])[c:21]3[cH:22][cH:23][cH:24][cH:25][c:26]32)[CH2:28][CH2:29]1

Participants

7

Reactant 6

HCID 111,2-DichloroethaneHCID 923Sodium ionHCID 6422Trifluoroacetic acidHCID 95117Bicyclo(2.2.1)hept-5-ene-2-carboxaldehydeHCID 2724942TriacetoxyborohydrideHCID 15548169Spiro[isoindoline-1,4'-piperidin]-3-one

Product 1

HCID 580896271'-(Bicyclo[2.2.1]hept-5-en-2-ylmethyl)spiro[isoindoline-1,4'-piperidin]-3-one

Sources & evidence

ORD record
ord-2feeccb08e8447b18d459c96f79c0a0f
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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