3-Bromopyridine → Tert-butyl 4-(4-(1-(6-methylpyridin-3-yl)azetidine-3-carboxamido)phenyl)piperidine-1-carboxylate

HRID 873598Notes

Reaction equation

HRID 873598 reaction equation
Br[C:2]1[CH:3]=[N:4][CH:5]=[CH:6][CH:7]=1.[NH:8]1[CH2:11][CH:10]([C:12]([NH:14][C:15]2[CH:20]=[CH:19][C:18]([CH:21]3[CH2:26][CH2:25][N:24]([C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[CH2:23][CH2:22]3)=[CH:17][CH:16]=2)=[O:13])[CH2:9]1.N1CC(C(NC2C=CC(OC3CCN(C(OC(C)(C)C)=O)CC3)=CC=2)=O)[CH2:35]1>>[CH3:35][C:5]1[N:4]=[CH:3][C:2]([N:8]2[CH2:11][CH:10]([C:12]([NH:14][C:15]3[CH:20]=[CH:19][C:18]([CH:21]4[CH2:22][CH2:23][N:24]([C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[CH2:25][CH2:26]4)=[CH:17][CH:16]=3)=[O:13])[CH2:9]2)=[CH:7][CH:6]=1

Participants

4

Reactant 3

HCID 122863-BromopyridineHCID 86702036Tert-butyl 4-(4-(azetidine-3-carboxamido)phenoxy)piperidine-1-carboxylateHCID 86702043HCID 86702043, compound

Product 1

HCID 86702111Tert-butyl 4-(4-(1-(6-methylpyridin-3-yl)azetidine-3-carboxamido)phenyl)piperidine-1-carboxylate

Procedure

The title compound was prepared as described in Example 1C, substituting 5-bromo-2-methylpyridine for 3-bromopyridine and tert-butyl 4-(4-(azetidine-3-carboxamido)phenyl)piperidine-1-carboxylate for tert-butyl 4-(4-(azetidine-3-carboxamido)phenoxy)piperidine-1-carboxylate.

Sources & evidence

ORD record
ord-9879a58dc04b48b3a77f8d08393ad32e
Source dataset
uspto-grants-2015_03
Patent number
US08975398B2

Reaction notes

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