Isopropyl isocyanate → HCID 46207321, compound

HRID 475447Notes

Reaction equation

HRID 475447 reaction equation
[CH:1]1([C@H:7]([NH:12][C:13]([C:15]2[O:16][C:17]([C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([CH2:26][NH2:27])[CH:21]=3)=[CH:18][CH:19]=2)=[O:14])[C:8](=[O:11])[NH:9][CH3:10])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[N:28]([CH:31]([CH3:33])[CH3:32])=[C:29]=[O:30]>CN(C=O)C>[CH:1]1([C@H:7]([NH:12][C:13]([C:15]2[O:16][C:17]([C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([CH2:26][NH:27][C:29](=[O:30])[NH:28][CH:31]([CH3:33])[CH3:32])[CH:21]=3)=[CH:18][CH:19]=2)=[O:14])[C:8]([NH:9][CH3:10])=[O:11])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 61277Isopropyl isocyanateHCID 58505441HCID 58505441, compound

Product 1

HCID 46207321HCID 46207321, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 5-(3-aminomethyl-phenyl)-furan-2-carboxylic acid ((S)-cyclohexyl-methylcarbamoyl-methyl)-amide (20 mg, 0.05 mmol) in DMF (0.5 mL) is added 2-isocyanato-propane (5.8 μL, 0.06 mmol). After 2 h stirring at room temperature, the mixture evaporated in vacuo and purified on reverse phase HPLC. The product is obtained as a pale yellow solid, 16 mg, 63%, LC/MS ESI m/z (M+H)+=455.5.

Workup

  1. customthe mixture evaporated in vacuo
  2. custompurified on reverse phase HPLC
  3. customThe product is obtained as a pale yellow solid, 16 mg, 63%, LC/MS ESI m/z (M+H)+=455.5

Sources & evidence

ORD record
ord-b61f6e3c3def45d9b4f76d5a43b8fd9f
Source dataset
uspto-grants-2014_01
Patent number
US08637550B2

Reaction notes

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