Trifluoroacetic acid → HCID 68709521, compound

HRID 2171500Notes

Reaction equation

HRID 2171500 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]([S:15][CH2:16][CH2:17][NH:18]C(=O)OC(C)(C)C)[N:12]2[CH:26]=[CH:27][N:28]=[C:11]2[CH:10]=1.[F:29][C:30]([F:35])([F:34])[C:31]([OH:33])=[O:32].ClC1C=C(Cl)C=CC=1C1N=C(NCCS)N2C=CN=C2C=1>ClCCl>[F:29][C:30]([F:35])([F:34])[C:31]([OH:33])=[O:32].[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]([S:15][CH2:16][CH2:17][NH2:18])[N:12]2[CH:26]=[CH:27][N:28]=[C:11]2[CH:10]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 59312929HCID 59312929, compoundHCID 86641359HCID 86641359, compound

Product 1

HCID 68709521HCID 68709521, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-{[7-(2,4-Dichlorophenyl)imidazo[1,2-c]pyrimidin-5-yl]thio}ethanamine trifluoroacetate (Example 47A) is prepared in analogy to Example 40A from tert-butyl (2-{[7-(2,4-dichlorophenyl)imidazo[1,2-c]pyrimidin-5-yl]thio}ethyl)carbamate (Example 44A) (950 mg, 2.2 mmol) and trifluoroacetic acid (3.3 ml, 43 mmol) in dichloromethane (20 ml). The crude product consists of a 50:50 mixture of Example 47A and the regioisomeric product 2-{[7-(2,4-dichlorophenyl)imidazo[1,2-c]pyrimidin-5-yl]amino}ethanethiol. The mixture is processed further without purification.

Workup

  1. customThe mixture is processed further without purification

Sources & evidence

ORD record
ord-4a6a3ecf16294d45944a8122662cd32e
Source dataset
uspto-grants-2015_06
Patent number
US09051323B2

Reaction notes

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