1-(tert-butoxycarbonyl)-4,4-dimethylpiperidine-2-carboxylic acid → HCID 71187447, compound

HRID 712821Notes

Reaction equation

HRID 712821 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11]([CH3:15])([CH3:14])[CH2:10][CH:9]1[C:16]([OH:18])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl.[NH2:20][C:21]1([C:24]2[CH:33]=[CH:32][C:27]([C:28]([O:30][CH3:31])=[O:29])=[CH:26][CH:25]=2)[CH2:23][CH2:22]1>>[CH3:31][O:30][C:28]([C:27]1[CH:32]=[CH:33][C:24]([C:21]2([NH:20][C:16]([CH:9]3[CH2:10][C:11]([CH3:14])([CH3:15])[CH2:12][CH2:13][N:8]3[C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])=[O:18])[CH2:22][CH2:23]2)=[CH:25][CH:26]=1)=[O:29]

Participants

3

Reactant 2

HCID 105153011-(tert-butoxycarbonyl)-4,4-dimethylpiperidine-2-carboxylic acidHCID 66824369Methyl 4-(1-aminocyclopropyl)benzoate hydrochloride

Product 1

HCID 71187447HCID 71187447, compoundYield 46.7%

Procedure

The title compound (D58) (250 mg) was prepared according to the general procedure for amides preparation (Method C) starting from 1-(tert-butoxycarbonyl)-4,4-dimethylpiperidine-2-carboxylic acid (320 mg; described in J. Med. Chem. 1997, 40, 2491-2501) and methyl 4-(1-aminocyclopropyl)benzoate hydrochloride (312 mg). Reaction time: 18 hrs

Workup

  1. customReaction time
  2. custom18 hrs

Sources & evidence

ORD record
ord-498abe02aae14fe7937f94a89c9f6f75
Source dataset
uspto-grants-2015_11
Patent number
US09181279B2

Reaction notes

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