Isopropanol → HCID 9886271, compound

HRID 1734033Notes

Reaction equation

HRID 1734033 reaction equation
[CH2:1]([N:3]([CH2:24][CH3:25])[CH2:4][CH2:5][N:6]1[C:14]2[CH:13]=[CH:12][C:11]([CH2:15][NH2:16])=[C:10]3[S:17][C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=4[C:8]([C:9]=23)=[N:7]1)[CH3:2].CCCCCC.C[CH2:33][O:34]C(C)=O.CCOC(C)=O.CC(O)C>C(Cl)Cl>[CH2:24]([N:3]([CH2:1][CH3:2])[CH2:4][CH2:5][N:6]1[C:14]2[CH:13]=[CH:12][C:11]([CH2:15][NH2:16])=[C:10]3[S:17][C:18]4[CH:23]=[CH:22][C:21]([O:34][CH3:33])=[CH:20][C:19]=4[C:8]([C:9]=23)=[N:7]1)[CH3:25]

Participants

6

Reactant 4

HCID 3776IsopropanolHCID 8857Ethyl AcetateHCID 10521963HCID 10521963, compoundHCID 21226206Ethyl acetate hexane

Product 1

HCID 9886271HCID 9886271, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

The compound is prepared via the same procedure used to synthesize the compound of Example 8. Pure material is obtained by flash chromatography [hexane:EtOAc (50:50), EtOAc, CH2Cl2, 0.5-1% IPA in CH2Cl2 ] in 90% yield: mp 74°-76° C. 1H NMR (CDCl3) 0.96 (6H; t), 2.52 (4H; q), 2.88 (2H; t), 3.72 (2H; s), 3.82 (3H; s), 4.28 (2H; t), 6.70-6.80 (2H; m), 7.10 (1H; d), 7.62 (1H; d)ppm. MS m/z 383 (MH+). Anal (C21H26N4OS) C, H, N.

Workup

  1. customThe compound is prepared via the same procedure

Sources & evidence

ORD record
ord-24e313d9d82a4ea88b1250130ed98289
Source dataset
uspto-grants-1996_07
Patent number
US05532263

Reaction notes

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