Trifluoroacetic acid → HCID 68482016, compound

HRID 1746754Notes

Reaction equation

HRID 1746754 reaction equation
[CH:1]1([N:7]([CH2:33][CH:34]2[CH2:36][CH2:35]2)[C:8]2[N:13]=[CH:12][N:11]=[C:10]([C:14]([NH:16][C:17]3[CH:32]=[CH:31][C:20]([CH2:21][NH:22][CH2:23][C:24]([O:26]C(C)(C)C)=[O:25])=[CH:19][CH:18]=3)=[O:15])[CH:9]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[F:37][C:38]([F:43])([F:42])[C:39]([OH:41])=[O:40]>C(Cl)Cl>[F:37][C:38]([F:43])([F:42])[C:39]([OH:41])=[O:40].[CH:1]1([N:7]([CH2:33][CH:34]2[CH2:35][CH2:36]2)[C:8]2[N:13]=[CH:12][N:11]=[C:10]([C:14]([NH:16][C:17]3[CH:18]=[CH:19][C:20]([CH2:21][NH:22][CH2:23][C:24]([OH:26])=[O:25])=[CH:31][CH:32]=3)=[O:15])[CH:9]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59447060HCID 59447060, compound

Product 1

HCID 68482016HCID 68482016, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of tert-butyl N-{4-[({6-[cyclohexyl(cyclopropylmethyl)amino]pyrimidin-4-yl}carbonyl)amino]benzyl}glycinate (Example 73; 60 mg; 0.12 mmol) in DCM (5 ml) was treated with trifluoroacetic acid (200 μl; 2.61 mmol) and the reaction mixture was stirred at room temperature for 24 hours. The solvents were removed to give the title compound as a yellow oil in 77% yield.

Workup

  1. customThe solvents were removed

Sources & evidence

ORD record
ord-ca36c48bc14c4383ac309ba923ef6ae3
Source dataset
uspto-grants-2015_10
Patent number
US09150519B2

Reaction notes

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