Isopropylamine → HCID 86661277, compound

HRID 1685008Notes

Reaction equation

HRID 1685008 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][C:19]=1[Cl:20])[CH2:5][NH:6][C:7]([NH:9][C:10]1[S:11][CH:12]=[C:13]([CH2:15]I)[N:14]=1)=[O:8].[CH:21]([NH2:24])([CH3:23])[CH3:22]>O1CCCC1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][C:19]=1[Cl:20])[CH2:5][NH:6][C:7]([NH:9][C:10]1[S:11][CH:12]=[C:13]([CH2:15][NH:24][CH:21]([CH3:23])[CH3:22])[N:14]=1)=[O:8]

Participants

4

Reactant 2

HCID 6363IsopropylamineHCID 58055059HCID 58055059, compound

Product 1

HCID 86661277HCID 86661277, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The 1-(3,4-Dichloro-benzyl)-3-(4-iodomethyl-thiazol-2-yl)-urea intermediate (0.3 mmol) was taken up in tetrahydrofuran (5 ml) and isopropyl amine (20 eq.) was added. The reaction was stirred overnight at room temperature. Added a saturated solution of NaSO3 (40 ml). Extracted this with EtOAc twice. The combined organic extracts were dried over Na2SO4, filtered and solvent removed in vacuo. The crude 1-(3,4-dichlorobenzyl)-3-(4-((isopropylamino)methyl)thiazol-2-yl)urea was used as is.

Workup

  1. extractionExtracted this with EtOAc twice
  2. dry with materialThe combined organic extracts were dried over Na2SO4
  3. filtrationfiltered
  4. customsolvent removed in vacuo

Sources & evidence

ORD record
ord-bec7f25a0b004b0f8d13a8dbeceae07b
Source dataset
uspto-grants-2012_04
Patent number
US08148380B2

Reaction notes

Loading…