Iodoacetamide → HCID 22885716, compound

HRID 1289964Notes

Reaction equation

HRID 1289964 reaction equation
[F:1][C:2]([F:31])([F:30])[C:3]1[CH:4]=[C:5]([C@H:13]([NH:15][C@H:16]2[CH2:20][CH2:19][C@H:18]([NH:21][CH3:22])[C@@H:17]2[C:23]2[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=2)[CH3:14])[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.I[CH2:33][C:34]([NH2:36])=[O:35].CCN(C(C)C)C(C)C>C(#N)C>[F:12][C:9]([F:10])([F:11])[C:7]1[CH:6]=[C:5]([C@H:13]([NH:15][C@H:16]2[CH2:20][CH2:19][C@H:18]([N:21]([CH2:33][C:34]([NH2:36])=[O:35])[CH3:22])[C@H:17]2[C:23]2[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=2)[CH3:14])[CH:4]=[C:3]([C:2]([F:1])([F:30])[F:31])[CH:8]=1

Participants

5

Reactant 3

HCID 3727IodoacetamideHCID 81531DiisopropylethylamineHCID 22885715HCID 22885715, compound

Product 1

HCID 22885716HCID 22885716, compoundYield 66.5%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 40 mg of product from Step F, 25 mg of iodoacetamide and 0.10 mL of DIPEA in 0.5 ml of acetonitrile was stirred at room temperature for 16 h and then evaporated. The residue was purified on a 1 mm preparative silica gel plate eluted with 5% methanol in methylene chloride to give 30 mg of title compound as an oil. Mass specs (NH3 /CI): 506 (M+1).

Workup

  1. customevaporated
  2. customThe residue was purified on a 1 mm preparative silica gel plate
  3. washeluted with 5% methanol in methylene chloride

Sources & evidence

ORD record
ord-93166a06d7e644e5a7a903f29c0c36d6
Source dataset
uspto-grants-1998_05
Patent number
US05750549

Reaction notes

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