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Trifluoroacetic acid → N2-[7-(2,4-Dichlorophenyl)imidazo[1,2-c]pyrimidin-5-yl]propane-1,2-diamine trifluoracetate

HRID 2389752
Notes
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Reaction equation

HRID 2389752 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[N:14]=[C:13]([NH:15][CH:16]([CH3:26])[CH2:17][NH:18]C(=O)OC(C)(C)C)[N:12]2[CH:27]=[CH:28][N:29]=[C:11]2[CH:10]=1.[F:30][C:31]([F:36])([F:35])[C:32]([OH:34])=[O:33]>ClCCl>[F:30][C:31]([F:36])([F:35])[C:32]([OH:34])=[O:33].[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[N:14]=[C:13]([NH:15][CH:16]([CH3:26])[CH2:17][NH2:18])[N:12]2[CH:27]=[CH:28][N:29]=[C:11]2[CH:10]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59312986HCID 59312986, compound

Product 1

HCID 131729958N2-[7-(2,4-Dichlorophenyl)imidazo[1,2-c]pyrimidin-5-yl]propane-1,2-diamine trifluoracetateYield 138.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-Butyl (2-{[7-(2,4-dichlorophenyl)imidazo[1,2-c]pyrimidin-5-yl]amino}propyl)carbamate (Example 36A) (700 mg, 1.6 mmol) is dissolved in dichloromethane (20 ml), and trifluoroacetic acid (2.5 ml, 32 mmol) is added. The resulting solution is stirred at RT for 1 h, concentrated in a rotary evaporator and dried on the vacuum line. 1 g of the product is obtained.

Workup

  1. concentrationconcentrated in a rotary evaporator
  2. customdried on the vacuum line

Sources & evidence

ORD record
ord-0e11d734796a498782dc10bb1ef5c75c
Source dataset
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08273752B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes