1,2-Dichloroethane → tert-butyl 4-(1H-indol-5-ylamino)piperidine-1-carboxylate

HRID 147386Notes

Reaction equation

HRID 147386 reaction equation
[C:29]([CH3:30])([CH3:31])([CH3:32])[O:33][C:34](=[O:35])[N:36]1[CH2:37][CH2:38][C:39](=[O:42])[CH2:40][CH2:41]1.[C:5]([O:6][BH-:7]([O:8][C:9](=[O:10])[CH3:11])[O:12][C:13](=[O:14])[CH3:15])(=[O:16])[CH3:17].[CH3:1][C:2](=[O:3])[OH:4].[Cl:45][CH2:46][CH2:47][Cl:48].[NH2:19][c:20]1[cH:21][c:22]2[cH:23][cH:24][nH:25][c:26]2[cH:27][cH:28]1.[Na+:18].[Na+:44].[OH-:43]>>[NH:19]([c:20]1[cH:21][c:22]2[cH:23][cH:24][nH:25][c:26]2[cH:27][cH:28]1)[CH:39]1[CH2:38][CH2:37][N:36]([C:34]([O:33][C:29]([CH3:30])([CH3:31])[CH3:32])=[O:35])[CH2:41][CH2:40]1

Participants

8

Reactant 7

HCID 111,2-DichloroethaneHCID 176Acetic AcidHCID 923Sodium ion2×HCID 961HydroxideHCID 788675-AminoindoleHCID 735900tert-Butyl 4-oxopiperidine-1-carboxylateHCID 2724942Triacetoxyborohydride

Product 1

HCID 66650318tert-butyl 4-(1H-indol-5-ylamino)piperidine-1-carboxylate

Sources & evidence

ORD record
ord-b364b61d16194f9caa6b3dfd81721f1d
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Reaction notes

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