Trifluoroacetic acid → 2-{[4-(2-{Heptyl[5-(3-methoxypyrrolidin-1-yl)pyrimidin-2-yl]amino}ethyl)-1,3-thiazol-2-yl]thio}-2-methylpropionic acid trifluoroacetate

HRID 914532Notes

Reaction equation

HRID 914532 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.[CH3:34][O:35][CH:36]1[CH2:40][CH2:39][NH:38][CH2:37]1.[F:41][C:42]([F:47])([F:46])[C:43]([OH:45])=[O:44]>ClCCl>[F:41][C:42]([F:47])([F:46])[C:43]([OH:45])=[O:44].[CH2:19]([N:18]([C:26]1[N:31]=[CH:30][C:29]([N:38]2[CH2:39][CH2:40][CH:36]([O:35][CH3:34])[CH2:37]2)=[CH:28][N:27]=1)[CH2:17][CH2:16][C:14]1[N:15]=[C:11]([S:10][C:7]([CH3:9])([CH3:8])[C:6]([OH:5])=[O:33])[S:12][CH:13]=1)[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 113554473-methoxypyrrolidineHCID 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 673974162-{[4-(2-{Heptyl[5-(3-methoxypyrrolidin-1-yl)pyrimidin-2-yl]amino}ethyl)-1,3-thiazol-2-yl]thio}-2-methylpropionic acid trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The 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 3-methoxypyrrolidine as starting materials and by an operation similar to that of Example 442-2 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. customThe 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-ac41af53284b4205a3349366c4f27368
Source dataset
uspto-grants-2011_09
Patent number
US08026370B2

Reaction notes

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