Diisopropylethylamine → HCID 11346726, compound

HRID 2054346Notes

Reaction equation

HRID 2054346 reaction equation
[NH2:1][CH2:2][CH:3]([C:11]1[NH:12][C:13]2[C:18]([CH:19]=1)=[CH:17][CH:16]=[CH:15][N:14]=2)[O:4][CH:5]1[CH2:10][CH2:9][CH2:8][CH2:7][O:6]1.CCN(C(C)C)C(C)C.Cl[C:30](Cl)([O:32]C(=O)OC(Cl)(Cl)Cl)Cl>C(Cl)Cl>[O:6]1[CH2:7][CH2:8][CH2:9][CH2:10][CH:5]1[O:4][CH:3]1[CH2:2][NH:1][C:30](=[O:32])[N:12]2[C:13]3[N:14]=[CH:15][CH:16]=[CH:17][C:18]=3[CH:19]=[C:11]12

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 94429TriphosgeneHCID 11379978HCID 11379978, compound

Product 1

HCID 11346726HCID 11346726, compoundYield 210.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 9a (7.4 g, 28 mmol) and DIPEA (5 ml, 28 mmol) in CH2Cl2 (300 ml) was slowly added to a solution of triphosgene (2.82 g, 10 mmol) in CH2Cl2 (740 ml) and the mixture was stirred at room temperature for 30 min. The organic mixture was washed with saturated aq. NH4Cl and with water. The organic solution was dried and evaporated to give a diastereomeric mixture (1:1) of 10a (6.06 g, 76%).

Workup

  1. washThe organic mixture was washed with saturated aq. NH4Cl and with water
  2. customThe organic solution was dried
  3. customevaporated

Sources & evidence

ORD record
ord-306e0e989be544d79e53f7d65a526703
Source dataset
uspto-grants-2008_02
Patent number
US07329666B2

Reaction notes

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