HCID 57989228, compound → HCID 57989323, compound

HRID 1689507Notes

Reaction equation

HRID 1689507 reaction equation
Br[CH2:2][C:3]1[CH:4]=[CH:5][C:6]([C:12]([F:15])([F:14])[F:13])=[C:7]([CH2:9][CH2:10][OH:11])[CH:8]=1.FC(F)(F)C(O)=O.[CH:23]([C:26]1[S:27][CH:28]=[C:29]([C:31]([N:33]2[CH2:38][C:37]3([CH2:43][CH2:42][NH:41][CH2:40][CH2:39]3)[O:36][CH2:35][CH2:34]2)=[O:32])[N:30]=1)([CH3:25])[CH3:24]>C(#N)C>[OH:11][CH2:10][CH2:9][C:7]1[CH:8]=[C:3]([CH:4]=[CH:5][C:6]=1[C:12]([F:15])([F:14])[F:13])[CH2:2][N:41]1[CH2:42][CH2:43][C:37]2([O:36][CH2:35][CH2:34][N:33]([C:31]([C:29]3[N:30]=[C:26]([CH:23]([CH3:24])[CH3:25])[S:27][CH:28]=3)=[O:32])[CH2:38]2)[CH2:39][CH2:40]1

Participants

4

Reactant 2

HCID 57989228HCID 57989228, compoundHCID 66964182(2-Isopropylthiazol-4-yl)(1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)methanone trifluoroacetate

Product 1

HCID 57989323HCID 57989323, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The subtitled compound was prepared using a similar method to that described in Example 6 step (b) using a solution of 2-(5-(bromomethyl)-2-(trifluoromethyl)phenyl)ethanol (0.38 g) (Example 270 step a) in acetonitrile which was added dropwise over 30 minutes to (2-isopropylthiazol-4-yl)(1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)methanone trifluoroacetate (Example 22 step b). Purification was by silica gel chromatography eluting 5% triethylamine in ethyl acetate. Yield 0.32 g.

Workup

  1. customPurification
  2. washeluting 5% triethylamine in ethyl acetate

Sources & evidence

ORD record
ord-8bc98fe5cde54130acfa25ef5ead7a28
Source dataset
uspto-grants-2012_04
Patent number
US08148373B2

Reaction notes

Loading…