tert-Butyl piperazine-1-carboxylate → Tert-butyl (1-(2-formylquinolin-8-yl)piperidin-4-yl)methylcarbamate

HRID 1041968Notes

Reaction equation

HRID 1041968 reaction equation
FC(F)(F)S([O:6][C:7]1C=CC=[C:11]2[C:16]=1[N:15]=[C:14]([C:17]1[N:21]3[CH:22]=[CH:23][C:24](OCCOC)=[CH:25][C:20]3=NN=1)[CH:13]=[CH:12]2)(=O)=O.N1CCC([CH2:39][NH:40][C:41](=[O:47])[O:42][C:43]([CH3:46])([CH3:45])[CH3:44])CC1.N1(C(O[C:57](C)([CH3:59])[CH3:58])=O)CCNCC1>>[CH:7]([C:16]1[CH:11]=[CH:12][C:13]2[C:14](=[C:17]([N:21]3[CH2:20][CH2:25][CH:24]([CH2:39][NH:40][C:41](=[O:47])[O:42][C:43]([CH3:45])([CH3:44])[CH3:46])[CH2:23][CH2:22]3)[CH:58]=[CH:57][CH:59]=2)[N:15]=1)=[O:6]

Participants

4

Reactant 3

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 723429Tert-butyl (piperidin-4-ylmethyl)carbamateHCID 866543412-(7-(2-Methoxyethoxy)-[1,2,4]triazolo[4,3-a]pyridin-3-yl)quinolin-8-yl trifluoromethane sulfonate

Product 1

HCID 86654345Tert-butyl (1-(2-formylquinolin-8-yl)piperidin-4-yl)methylcarbamate

Procedure

Prepared as described in Example 1, Step H, substituting 8-bromoquinoline-2-carbaldehyde for 2-(7-(2-methoxyethoxy)-[1,2,4]triazolo[4,3-a]pyridin-3-yl)quinolin-8-yl trifluoromethane sulfonate, and tert-butyl piperidin-4-ylmethylcarbamate for tert-butyl piperazine-1-carboxylate.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-64e6e103145442fea82bd49788b8ddc4
Source dataset
uspto-grants-2013_10
Patent number
US08557809B2

Reaction notes

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