Water → HCID 22322328, compound

HRID 496887Notes

Reaction equation

HRID 496887 reaction equation
FC(F)(F)C(O)=O.[Cl:8][C:9]1[CH:10]=[C:11]([NH:16][CH:17]2[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]2)[CH:12]=[CH:13][C:14]=1[Cl:15].[C:23]([O:27][C:28]([NH:30][CH2:31][CH2:32]Br)=[O:29])([CH3:26])([CH3:25])[CH3:24].C(N(CC)C(C)C)(C)C.O>CN(C=O)C.C(OCC)(=O)C>[Cl:8][C:9]1[CH:10]=[C:11]([CH:12]=[CH:13][C:14]=1[Cl:15])[NH:16][CH:17]1[CH2:22][CH2:21][N:20]([CH2:32][CH2:31][NH:30][C:28](=[O:29])[O:27][C:23]([CH3:26])([CH3:25])[CH3:24])[CH2:19][CH2:18]1

Participants

7

Reactant 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 4103526tert-Butyl N-(2-bromoethyl)carbamateHCID 22322416HCID 22322416, compound

Product 1

HCID 22322328HCID 22322328, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

The product from step (ii) above (2.0 g), N-tert-butoxycarbonyl-2-bromoethanamine (1.0 g) and N,N-di-isopropylethylamine (3.7 ml) were dissolved in DMF (25 ml) and stirred for 16 hours. Water and ethyl acetate were added, the organic phase separated, dried and evaporated to give a gum. Purification by chromatography (dichloromethane:methanol, 95:5) gave the sub-titled product as a solid (1.25 g).

Workup

  1. customthe organic phase separated
  2. customdried
  3. customevaporated
  4. customto give a gum
  5. customPurification by chromatography (dichloromethane:methanol, 95:5)

Sources & evidence

ORD record
ord-3072ea866fd84171b7207434046bf3f5
Source dataset
uspto-grants-2005_09
Patent number
US06946478B2

Reaction notes

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