Water → HCID 23654235, compound

HRID 1169586Notes

Reaction equation

HRID 1169586 reaction equation
[CH:1]([N:4]=[C:5]=[O:6])([CH3:3])[CH3:2].[CH:7]1([C:13]2[CH:14]=[CH:15][C:16]([O:39][CH3:40])=[C:17]([C:19]3[N:20]=[C:21]([NH:24][C:25]([N:27]4[CH2:32][CH2:31][N:30]([CH:33]5[CH2:38][CH2:37][CH2:36][NH:35][CH2:34]5)[CH2:29][CH2:28]4)=[O:26])[S:22][CH:23]=3)[CH:18]=2)[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1.O>C(Cl)Cl>[CH:7]1([C:13]2[CH:14]=[CH:15][C:16]([O:39][CH3:40])=[C:17]([C:19]3[N:20]=[C:21]([NH:24][C:25]([N:27]4[CH2:28][CH2:29][N:30]([CH:33]5[CH2:38][CH2:37][CH2:36][N:35]([C:5](=[O:6])[NH:4][CH:1]([CH3:3])[CH3:2])[CH2:34]5)[CH2:31][CH2:32]4)=[O:26])[S:22][CH:23]=3)[CH:18]=2)[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]1

Participants

5

Reactant 3

HCID 962WaterHCID 61277Isopropyl isocyanateHCID 86626149HCID 86626149, compound

Product 1

HCID 23654235HCID 23654235, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
0 °C

Procedure

0.06 ml of isopropyl isocyanate was added to a solution of 0.2 g of the compound obtained in step 2.4 in 1.2 ml of DCM, at 0° C. The medium was stirred for 2 h at 0° C. then hydrolysed with 5 ml of water and diluted with 10 ml of DCM. The organic phase was washed twice with a saturated NaHCO3 solution then with a saturated NaCl solution. After drying over MgSO4, the organic phase was concentrated then purified by flash chromatography to produce 0.16 g of the expected product.

Workup

  1. washThe organic phase was washed twice with a saturated NaHCO3 solution
  2. dry with materialAfter drying over MgSO4
  3. concentrationthe organic phase was concentrated
  4. customthen purified by flash chromatography

Sources & evidence

ORD record
ord-e05ad0a7b02e4475841b4d6c5f2ee498
Source dataset
uspto-grants-2010_11
Patent number
US07825112B2

Reaction notes

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