Ethyl isocyanate → HCID 58333511, compound

HRID 2066845Notes

Reaction equation

HRID 2066845 reaction equation
[CH:1]([O:4][C:5]([N:7]1[CH2:12][CH2:11][CH:10]([O:13][N:14]=[C:15]2[CH2:20][CH2:19][N:18]([C:21]3[CH:26]=[C:25]([F:27])[C:24]([CH2:28][NH2:29])=[CH:23][C:22]=3[F:30])[CH2:17][CH2:16]2)[CH2:9][CH2:8]1)=[O:6])([CH3:3])[CH3:2].C(N(CC)CC)C.[CH2:38]([N:40]=[C:41]=[O:42])[CH3:39]>C(Cl)Cl>[CH:1]([O:4][C:5]([N:7]1[CH2:12][CH2:11][CH:10]([O:13][N:14]=[C:15]2[CH2:16][CH2:17][N:18]([C:21]3[CH:26]=[C:25]([F:27])[C:24]([CH2:28][NH:29][C:41]([NH:40][CH2:38][CH3:39])=[O:42])=[CH:23][C:22]=3[F:30])[CH2:19][CH2:20]2)[CH2:9][CH2:8]1)=[O:6])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 8022Ethyl isocyanateHCID 8471TriethylamineHCID 86655007HCID 86655007, compound

Product 1

HCID 58333511HCID 58333511, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 16a (23 mg) and triethylamine (0.1 mL) in 1 mL of DCM was added a drop of ethyl isocyanate (excess) and the reaction mixture was stirred for 30 minutes at room temperature. The mixture was then quenched with water and extracted with DCM to give 33 mg of crude product which was purified on preparative HPLC to give 16-1: LC-MS 496.2 (MH+).

Workup

  1. customThe mixture was then quenched with water
  2. extractionextracted with DCM

Sources & evidence

ORD record
ord-9524d7c84d23434a91f7a535c3f5cd4a
Source dataset
uspto-grants-2012_10
Patent number
US08293729B2

Reaction notes

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