Bromoacetic Acid → [2-(4-Cyclopropyl-phenyl)-1-oxo-2,8-diaza-spiro[4.5]dec-8-yl]-acetic acid

HRID 1942218Notes

Reaction equation

HRID 1942218 reaction equation
[CH:1]1([C:4]2[CH:9]=[CH:8][C:7]([N:10]3[CH2:14][CH2:13][C:12]4([CH2:19][CH2:18][NH:17][CH2:16][CH2:15]4)[C:11]3=[O:20])=[CH:6][CH:5]=2)[CH2:3][CH2:2]1.Br[CH2:22][C:23]([OH:25])=[O:24].CCN(CC)CC>C(Cl)Cl>[CH:1]1([C:4]2[CH:9]=[CH:8][C:7]([N:10]3[CH2:14][CH2:13][C:12]4([CH2:19][CH2:18][N:17]([CH2:22][C:23]([OH:25])=[O:24])[CH2:16][CH2:15]4)[C:11]3=[O:20])=[CH:6][CH:5]=2)[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 6227Bromoacetic AcidHCID 8471TriethylamineHCID 582872772-(4-Cyclopropyl-phenyl)-2,8-diaza-spiro[4.5]decan-1-one

Product 1

HCID 58287265[2-(4-Cyclopropyl-phenyl)-1-oxo-2,8-diaza-spiro[4.5]dec-8-yl]-acetic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 0.4 g (1.47 mmol) 2-(4-Cyclopropyl-phenyl)-2,8-diaza-spiro[4.5]decan-1-one, 0.226 g (1.63 mmol) bromoacetic acid and 0.299 g (2.96 mmol) NEt3 in 50 mL DCM was stirred at room temperature for 16 h. The mixture was concentrated and used without further purification in the consecutive step. MS m/e: 329.3 [M+H]+.

Workup

  1. concentrationThe mixture was concentrated
  2. customused without further purification in the consecutive step

Sources & evidence

ORD record
ord-8ceeb87a442c4cdab5a5335e0eb4f048
Source dataset
uspto-grants-2013_03
Patent number
US08389539B2

Reaction notes

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