Diisobutylamine → HCID 88531007, compound

HRID 2178581Notes

Reaction equation

HRID 2178581 reaction equation
[F:1][C:2]([F:33])([F:32])[O:3][C:4]1[CH:31]=[CH:30][C:7]([CH2:8][N:9]([C:16]2[N:17]=[C:18]3[CH:23]=[C:22]([C:24]([F:27])([F:26])[F:25])[CH:21]=[CH:20][N:19]3[C:28]=2[CH3:29])[S:10]([CH2:13][CH2:14]Br)(=[O:12])=[O:11])=[CH:6][CH:5]=1.[CH2:34]([NH:38][CH2:39][CH:40]([CH3:42])[CH3:41])[CH:35]([CH3:37])[CH3:36]>C(#N)C>[F:1][C:2]([F:33])([F:32])[O:3][C:4]1[CH:31]=[CH:30][C:7]([CH2:8][N:9]([C:16]2[N:17]=[C:18]3[CH:23]=[C:22]([C:24]([F:27])([F:26])[F:25])[CH:21]=[CH:20][N:19]3[C:28]=2[CH3:29])[S:10]([CH2:13][CH2:14][N:38]([CH2:39][CH:40]([CH3:42])[CH3:41])[CH2:34][CH:35]([CH3:37])[CH3:36])(=[O:12])=[O:11])=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 8085DiisobutylamineHCID 88531024HCID 88531024, compound

Product 1

HCID 88531007HCID 88531007, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of compound 17-H (0.004 g, 0.007 mmol) in acetonitrile (0.4 mL) was added diisobutylamine (0.009 g, 0.071 mmol) and the reaction mixture was heated at 80° C. for 18 h. The solvent was removed in vacuo and the resulting residue was purified by flash column chromatography, eluting with a hexanes-EtOAc gradient to give Compound 106 as a white solid (0.004 g, 97%); MS m/z (M+H+) 609.

Workup

  1. customThe solvent was removed in vacuo
  2. customthe resulting residue was purified by flash column chromatography
  3. washeluting with a hexanes-EtOAc gradient

Sources & evidence

ORD record
ord-1c5901b8c0b44ff2a0b9f80f1dd41477
Source dataset
uspto-grants-2015_06
Patent number
US09067935B2

Reaction notes

Loading…