Trifluoroacetic acid → HCID 86673881, compound

HRID 1527602Notes

Reaction equation

HRID 1527602 reaction equation
C(OC([N:8]1[C@H:13]([C:14](=[O:23])[NH:15][C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([Br:22])[N:17]=2)[CH2:12][C@@H:11]2[C@H:9]1[CH2:10]2)=O)(C)(C)C.[C:24]([OH:30])([C:26]([F:29])([F:28])[F:27])=[O:25]>C(Cl)Cl>[F:27][C:26]([F:29])([F:28])[C:24]([OH:30])=[O:25].[F:27][C:26]([F:29])([F:28])[C:24]([OH:30])=[O:25].[Br:22][C:18]1[N:17]=[C:16]([NH:15][C:14]([C@@H:13]2[CH2:12][C@@H:11]3[C@@H:9]([CH2:10]3)[NH:8]2)=[O:23])[CH:21]=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86673883HCID 86673883, compound

Product 1

HCID 86673881HCID 86673881, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (1R,3S,5R)-3-(6-bromo-pyridin-2-ylcarbamoyl)-2-aza-bicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester (561 mg, 1.47 mmol) in CH2Cl2 (11 mL) was added TFA (1.13 mL, 14.7 mmol) and the solution was stirred at RT overnight. CH2Cl2 was concentrated and the crude residue was dried under high vacuum to give the desired material which was used without further purification in the next step. MS: 282.1/284.1 [M+H]+, 304.0/306.1 [M+Na]+, 563.1/565.2 [2M+H]+; tR (HPLC conditions f): 0.96 min.

Workup

  1. concentrationCH2Cl2 was concentrated
  2. dry with materialthe crude residue was dried under high vacuum

Sources & evidence

ORD record
ord-e71978cbd65f40f39c0b8f33d816fd4e
Source dataset
uspto-grants-2015_07
Patent number
US09085555B2

Reaction notes

Loading…