Ethyl Acetate → HCID 59579918, compound

HRID 2279652Notes

Reaction equation

HRID 2279652 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[N:3][C:2]=1[C:7]1[S:8][C:9]([C:16]([OH:18])=O)=[C:10]([C:12]([F:15])([F:14])[F:13])[N:11]=1.Cl.[Cl:20][C:21]1[CH:26]=[CH:25][C:24]([CH:27]([CH2:30][CH:31]([CH3:33])[CH3:32])[CH2:28][NH2:29])=[CH:23][CH:22]=1.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.CCOC(C)=O>C(#N)C.O>[Cl:20][C:21]1[CH:22]=[CH:23][C:24]([CH:27]([CH2:30][CH:31]([CH3:33])[CH3:32])[CH2:28][NH:29][C:16]([C:9]2[S:8][C:7]([C:2]3[N:1]=[CH:6][CH:5]=[CH:4][N:3]=3)=[N:11][C:10]=2[C:12]([F:13])([F:14])[F:15])=[O:18])=[CH:25][CH:26]=1

Participants

7

Reactant 4

HCID 8857Ethyl AcetateHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 59580006HCID 59580006, compoundHCID 68735924HCID 68735924, compound

Product 1

HCID 59579918HCID 59579918, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

A mixture of 2-pyrimidin-2-yl-4-trifluoromethyl-thiazole-5-carboxylic acid (15 mg), 2-(4-chloro-phenyl)-4-methyl-pentylamine hydrochloride (14 mg), BOP (25 mg) and TEA (20 mg) in ACN (1 mL) is stirred at RT overnight. EtOAc and water added to the mixture and the organic layer is separated, washed twice with water and concentrated in vacuo. The residue is purified by PTLC (1:1 EtOAc/Hexane) to give the title compound. MS (M+1)=469.11; RT=1.36 min. *IC50.

Workup

  1. customthe organic layer is separated
  2. washwashed twice with water
  3. concentrationconcentrated in vacuo
  4. customThe residue is purified by PTLC (1:1 EtOAc/Hexane)

Sources & evidence

ORD record
ord-5aa4899681f34d6aae5c86469b27f4df
Source dataset
uspto-grants-2015_09
Patent number
US09133204B2

Reaction notes

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