Dichloromethane → HCID 86624069, compound

HRID 548211Notes

Reaction equation

HRID 548211 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:29]=[C:30]([CH3:32])[CH:31]=1)[CH2:5][O:6][CH2:7][CH:8]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[CH2:9][NH:10][C:11]([CH2:13][CH2:14][NH:15][C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:12].[CH2:33]([N:35](CC)CC)[CH3:34].[CH2:40](Cl)[Cl:41]>>[CH3:1][C:2]1[CH:3]=[C:4]([CH:29]=[C:30]([CH3:32])[CH:31]=1)[CH2:5][O:6][CH2:7][CH:8]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[CH2:9][NH:10][C:11]([CH2:13][CH2:14][NH:15][C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:12].[ClH:41].[CH3:1][C:2]1[CH:3]=[C:4]([CH:29]=[C:30]([CH3:32])[CH:31]=1)[CH2:5][O:6][CH2:7][CH:8]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[CH2:9][NH2:10].[CH3:34][CH2:33][N:35]=[C:9]=[N:10][CH2:11][CH2:13][CH2:14][N:15]([CH3:16])[CH3:40].[ClH:41]

Participants

6

Reactant 3

HCID 6344DichloromethaneHCID 8471TriethylamineHCID 86624069HCID 86624069, compound

Product 3

HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 67194597HCID 67194597, compoundHCID 86624069HCID 86624069, compoundYield 89%

Procedure

tert-Butyl {2-[3-(3,5-dimethylbenzyloxy)-2-phenylpropylcarbamoyl]ethyl}carbamate (1.17 g, 89%) [Compound 111] was produced from the compound produced in Example 24 (0.92 g, 3.0 mmol), 3-N-tert-butyloxycarbonylpropionic acid (0.68 g, 3.6 mmol), triethylamine (0.42 mL, 3.0 mmol), WSC.HCl (0.69 g, 3.6 mmol) and CH2Cl2 (10 mL) in the same manner as Example 29. In the same manner as Example 95, Compound 112 (0.94 g, 100%) was produced from Compound III (1.10 g, 2.5 mmol), 4 mol/L hydrogen chloride/dioxane (4.5 mL) and dioxane (4.5 mL).

Sources & evidence

ORD record
ord-b9257069f24d4fa1a7720bb862584369
Source dataset
uspto-grants-2011_05
Patent number
US07939552B2

Reaction notes

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