Acetic Acid → tert-butyl 4-(1H-indol-5-ylamino)piperidine-1-carboxylate

HRID 940775Notes

Reaction equation

HRID 940775 reaction equation
[C:11]([CH3:12])([CH3:13])([CH3:14])[O:15][C:16](=[O:17])[N:18]1[CH2:19][CH2:20][C:21](=[O:24])[CH2:22][CH2:23]1.[C:29]([O:30][BH-:31]([O:32][C:33](=[O:34])[CH3:35])[O:36][C:37](=[O:38])[CH3:39])(=[O:40])[CH3:41].[CH3:25][C:26](=[O:27])[OH:28].[CH3:49][C:50]#[N:51].[NH2:1][c:2]1[cH:3][c:4]2[cH:5][cH:6][nH:7][c:8]2[cH:9][cH:10]1.[Na+:42].[Na+:43].[Na+:44].[O-:45][C:46](=[O:47])[O-:48].[OH2:52]>>[NH:1]([c:2]1[cH:3][c:4]2[cH:5][cH:6][nH:7][c:8]2[cH:9][cH:10]1)[CH:21]1[CH2:20][CH2:19][N:18]([C:16]([O:15][C:11]([CH3:12])([CH3:13])[CH3:14])=[O:17])[CH2:23][CH2:22]1

Participants

9

Reactant 8

HCID 176Acetic AcidHCID 923Sodium ion3×HCID 962WaterHCID 6342AcetonitrileHCID 19660Carbonate IonHCID 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-a66a29fbb486456b8d2ad7b3ecba0659
Source dataset
Validation data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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