1,2-Dichloroethane → 4-{(Isobutyl)-[(isoquinolin-1-yl)-methyl]amino}-piperidine-1-carboxylic acid tert-butyl ester

HRID 207542Notes

Reaction equation

HRID 207542 reaction equation
[C:27]([OH:28])(=[O:29])[CH:30]([CH:31]([C:32]([OH:33])=[O:34])[OH:35])[OH:36].[C:37](=[O:38])([OH:39])[O-:40].[C:42]([CH3:43])([CH3:44])([CH3:45])[O:46][C:47](=[O:48])[N:49]1[CH2:50][CH2:51][CH:52]([NH:55][CH2:56][CH:57]([CH3:58])[CH3:59])[CH2:53][CH2:54]1.[C:60]([O:61][BH-:62]([O:63][C:64](=[O:65])[CH3:66])[O:67][C:68](=[O:69])[CH3:70])(=[O:71])[CH3:72].[CH2:18]([Al+:19][CH2:20][CH:21]([CH3:22])[CH3:23])[CH:24]([CH3:25])[CH3:26].[CH3:76][c:77]1[cH:78][cH:79][cH:80][cH:81][cH:82]1.[CH3:87][C:88](=[O:89])[OH:90].[Cl:83][CH2:84][CH2:85][Cl:86].[H-:17].[Na+:41].[Na+:73].[Na+:75].[OH-:74].[c:1]1([C:11]([N:12]([O:13][CH3:14])[CH3:15])=[O:16])[n:2][cH:3][cH:4][c:5]2[cH:6][cH:7][cH:8][cH:9][c:10]12>>[c:1]1([CH2:11][N:55]([CH:52]2[CH2:51][CH2:50][N:49]([C:47]([O:46][C:42]([CH3:43])([CH3:44])[CH3:45])=[O:48])[CH2:54][CH2:53]2)[CH2:56][CH:57]([CH3:58])[CH3:59])[n:2][cH:3][cH:4][c:5]2[cH:6][cH:7][cH:8][cH:9][c:10]12

Participants

13

Reactant 12

HCID 111,2-DichloroethaneHCID 176Acetic AcidHCID 769Bicarbonate IonHCID 8752,3-Dihydroxybutanedioic AcidHCID 923Sodium ion3×HCID 961HydroxideHCID 1140TolueneHCID 166653HydrideHCID 2724942TriacetoxyborohydrideHCID 15380699tert-Butyl 4-(isobutylamino)piperidine-1-carboxylateHCID 16686348Bis(2-methylpropyl)alumanyliumHCID 58678647N-methoxy-N-methylisoquinoline-1-carboxamide

Product 1

HCID 685750224-{(Isobutyl)-[(isoquinolin-1-yl)-methyl]amino}-piperidine-1-carboxylic acid tert-butyl ester

Sources & evidence

ORD record
ord-6a5b8734879649d9a96adce187c3b9c4
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (6/10)

Reaction notes

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