Trifluoroacetic acid → HCID 67399457, compound

HRID 914355Notes

Reaction equation

HRID 914355 reaction equation
C([O:5][C:6](=[O:26])[C:7]([S:10][C:11]1[S:12][CH:13]=[C:14]([CH2:16][CH2:17][NH:18][C:19]2[N:24]=[CH:23][C:22](Br)=[CH:21][N:20]=2)[N:15]=1)([CH3:9])[CH3:8])(C)(C)C.[S:27]1[CH:31]=[CH:30][CH:29]=[C:28]1B(O)O.[F:35][C:36]([F:41])([F:40])[C:37]([OH:39])=[O:38]>ClCCl>[F:35][C:36]([F:41])([F:40])[C:37]([OH:39])=[O:38].[CH3:9][C:7]([S:10][C:11]1[S:12][CH:13]=[C:14]([CH2:16][CH2:17][NH:18][C:19]2[N:20]=[CH:21][C:22]([C:28]3[S:27][CH:31]=[CH:30][CH:29]=3)=[CH:23][N:24]=2)[N:15]=1)([CH3:8])[C:6]([OH:5])=[O:26]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 27339602-Thiopheneboronic acidHCID 597588042-[(4-{2-[(5-Bromopyrimidin-2-yl)amino]ethyl}-1,3-thiazol-2-yl)thio]-2-methylpropionic acid tert-butyl ester

Product 1

HCID 67399457HCID 67399457, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The compound obtained using 2-[(4-{2-[(5-bromopyrimidin-2-yl)amino]ethyl}-1,3-thiazol-2-yl)thio]-2-methylpropionic acid tert-butyl ester synthesized in Example 162-1 and 2-thiopheneboronic acid as starting materials and by an operation similar to that of Example 162-2 was treated with dichloromethane and trifluoroacetic acid, and the mixture was stirred at room temperature for 12 hr. The reaction mixture was concentrated under reduced pressure, and the obtained solid was triturate and washed with hexane-ethyl acetate to give the title compound as a white solid.

Workup

  1. customThe compound obtained
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. customthe obtained solid was triturate
  4. washwashed with hexane-ethyl acetate

Sources & evidence

ORD record
ord-3d71088792e348c9bc63ad4019efee2e
Source dataset
uspto-grants-2011_09
Patent number
US08026370B2

Reaction notes

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