Lithium Hydroxide → (2S)-1-(6-bromo-1,3-benzoxazol-2-yl)-2-piperidinecarboxylic acid

Reaction equation

[Br:1][C:2]1[CH:20]=[CH:19][C:5]2[N:6]=[C:7]([N:9]3[CH2:14][CH2:13][CH2:12][CH2:11][C@H:10]3[C:15]([O:17]C)=[O:16])[O:8][C:4]=2[CH:3]=1.[OH-].[Li+]>>[Br:1][C:2]1[CH:20]=[CH:19][C:5]2[N:6]=[C:7]([N:9]3[CH2:14][CH2:13][CH2:12][CH2:11][C@H:10]3[C:15]([OH:17])=[O:16])[O:8][C:4]=2[CH:3]=1

Participants

Reactant 2

HCID 3939Lithium Hydroxide

HCID 9949771methyl (2S)-1-(6-bromo-1,3-benzoxazol-2-yl)-2-piperidinecarboxylate

Product 1

HCID 57232818(2S)-1-(6-bromo-1,3-benzoxazol-2-yl)-2-piperidinecarboxylic acid

Procedure

The title compound was prepared by a similar method to Preparation 3 from methyl (2S)-1-(6-bromo-1,3-benzoxazol-2-yl)-2-piperidinecarboxylate [see Preparation 5] and 1N aqueous lithium hydroxide solution, to afford (2S)-1-(6-bromo-1,3-benzoxazol-2-yl)-2-piperidinecarboxylic acid as a pink foam.

Sources & evidence

ORD record: ord-2f37195c688f4929bf5900f1d1a87ac2
Source dataset: uspto-grants-2002_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06372736B1

Reaction notes

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