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3-(5-Methyl-1,3,4-oxadiazol-2-yl)piperidine → 1-Hydroxy-4-adamantyl 3-(5-methyl-1,3,4-oxadiazol-2-yl)piperidine-1-carboxylate

HRID 1752323
Notes
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Reaction equation

HRID 1752323 reaction equation
Cl[C:2]([O:4][CH:5]1[CH:12]2[CH2:13][C:8]3([OH:15])[CH2:9][CH:10]([CH2:14][CH:6]1[CH2:7]3)[CH2:11]2)=[O:3].[CH3:16][C:17]1[O:18][C:19]([CH:22]2[CH2:27][CH2:26][CH2:25][NH:24][CH2:23]2)=[N:20][N:21]=1>>[CH3:16][C:17]1[O:18][C:19]([CH:22]2[CH2:27][CH2:26][CH2:25][N:24]([C:2]([O:4][CH:5]3[CH:12]4[CH2:13][C:8]5([OH:15])[CH2:9][CH:10]([CH2:14][CH:6]3[CH2:7]5)[CH2:11]4)=[O:3])[CH2:23]2)=[N:20][N:21]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 223086673-(5-Methyl-1,3,4-oxadiazol-2-yl)piperidineHCID 581714991-Hydroxy-4-adamantyl chloroformate

Product 1

HCID 498355491-Hydroxy-4-adamantyl 3-(5-methyl-1,3,4-oxadiazol-2-yl)piperidine-1-carboxylate

Procedure

The title compound was prepared following a procedure analogous to that described in Example 19 Step 1 using 1-hydroxy-4-adamantyl chloroformate solution and 2-methyl-5-(piperidin-3-yl)-1,3,4-oxadiazole. LC-MS Method 1 tR=1.35 min, m/z=362.

Sources & evidence

ORD record
ord-0d8762ed4b204b9e9669e44319cec711
Source dataset
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09163012B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes