tert-Butanol → HCID 67399111, compound

HRID 914530Notes

Reaction equation

HRID 914530 reaction equation
C([O:5][C:6](=[O:33])[C:7]([S:10][C:11]1[S:12][CH:13]=[C:14]([CH2:16][CH2:17][N:18]([C:26]2[N:31]=[CH:30][C:29](Br)=[CH:28][N:27]=2)[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[N:15]=1)([CH3:9])[CH3:8])(C)(C)C.Cl.[CH3:35][NH:36][CH3:37].C(O)(C)(C)C.[F:43][C:44]([F:49])([F:48])[C:45]([OH:47])=[O:46]>ClCCl>[F:43][C:44]([F:49])([F:48])[C:45]([OH:47])=[O:46].[CH3:35][N:36]([CH3:37])[C:29]1[CH:30]=[N:31][C:26]([N:18]([CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[CH2:17][CH2:16][C:14]2[N:15]=[C:11]([S:10][C:7]([CH3:9])([CH3:8])[C:6]([OH:5])=[O:33])[S:12][CH:13]=2)=[N:27][CH:28]=1

Participants

6

Reactant 4

HCID 6386tert-ButanolHCID 6422Trifluoroacetic acidHCID 10473Dimethylamine, hydrochlorideHCID 597590322-[(4-{2-[(5-Bromopyrimidin-2-yl)(heptyl)amino]ethyl}-1,3-thiazol-2-yl)thio]-2-methylpropionic acid tert-butyl ester

Product 1

HCID 67399111HCID 67399111, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A compound obtained using 2-[(4-{2-[(5-bromopyrimidin-2-yl)(heptyl)amino]ethyl}-1,3-thiazol-2-yl)thio]-2-methylpropionic acid tert-butyl ester synthesized in Example 442-1 and dimethylamine hydrochloride as starting materials and by an operation similar to that of Example 442-2 (solvent was changed to tert-butanol) was treated with dichloromethane and trifluoroacetic acid. The reaction solution was concentrated under reduced pressure, and the residue was purified by silica gel chromatography (elution solvent; chloroform:methanol=10:1) to give the title compound.

Workup

  1. customA compound obtained
  2. concentrationThe reaction solution was concentrated under reduced pressure
  3. customthe residue was purified by silica gel chromatography (elution solvent; chloroform:methanol=10:1)

Sources & evidence

ORD record
ord-1d22266dad3e44acaa0715c7ae6b9cc4
Source dataset
uspto-grants-2011_09
Patent number
US08026370B2

Reaction notes

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