Acetic Acid → tert-Butyl {1-[2-(6-methoxy-3-oxopyrido[2,3-b]pyrazin-4(3H)-yl)ethyl]piperidin-4-yl}carbamate

HRID 179971Notes

Reaction equation

HRID 179971 reaction equation
[C:31]([O:32][BH-:33]([O:34][C:35](=[O:36])[CH3:37])[O:38][C:39](=[O:40])[CH3:41])(=[O:42])[CH3:43].[C:45](=[O:46])([O-:47])[OH:48].[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[c:7]([n:8]([CH2:13][CH:14]=[O:15])[c:9](=[O:12])[cH:10][n:11]2)[n:16]1.[CH3:57][C:58](=[O:59])[OH:60].[CH:53]([Cl:54])([Cl:55])[Cl:56].[Cl:50][CH2:51][Cl:52].[NH:17]1[CH2:18][CH2:19][CH:20]([NH:23][C:24]([O:25][C:26]([CH3:27])([CH3:28])[CH3:29])=[O:30])[CH2:21][CH2:22]1.[Na+:44].[Na+:49]>>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[c:7]([n:8]([CH2:13][CH2:14][N:17]3[CH2:18][CH2:19][CH:20]([NH:23][C:24]([O:25][C:26]([CH3:27])([CH3:28])[CH3:29])=[O:30])[CH2:21][CH2:22]3)[c:9](=[O:12])[cH:10][n:11]2)[n:16]1

Participants

9

Reactant 8

HCID 176Acetic AcidHCID 769Bicarbonate IonHCID 923Sodium ion2×HCID 6212ChloroformHCID 6344DichloromethaneHCID 7238334-(N-Boc-amino)piperidineHCID 2724942TriacetoxyborohydrideHCID 57815220(6-methoxy-3-oxopyrido(2,3-b)pyrazin-4(3H)-yl)acetaldehyde

Product 1

HCID 57815384tert-Butyl {1-[2-(6-methoxy-3-oxopyrido[2,3-b]pyrazin-4(3H)-yl)ethyl]piperidin-4-yl}carbamate

Sources & evidence

ORD record
ord-f99552eedb43420f98227fec5c30bf17
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (6/10)

Reaction notes

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