Benzylamine → HCID 58946770, compound

HRID 1843191Notes

Reaction equation

HRID 1843191 reaction equation
Br[C@@H:2]([CH2:8][N:9]([CH2:19][C@@H:20](Br)[C:21]([O:23][CH2:24][CH3:25])=[O:22])[S:10]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)(=[O:12])=[O:11])[C:3]([O:5][CH2:6][CH3:7])=[O:4].[CH2:27]([NH2:34])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>C1(C)C=CC=CC=1>[CH2:27]([N:34]1[C@H:2]([C:3]([O:5][CH2:6][CH3:7])=[O:4])[CH2:8][N:9]([S:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)(=[O:12])=[O:11])[CH2:19][C@@H:20]1[C:21]([O:23][CH2:24][CH3:25])=[O:22])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

Participants

4

Reactant 2

HCID 7504BenzylamineHCID 58946729HCID 58946729, compound

Product 1

HCID 58946770HCID 58946770, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
90 °C

Procedure

To a solution of 112b (20 g, 38.8 mmol) in toluene (100 ml) was added BnNH2 (12.48 g, 116.5 mmol). The reaction mixture was stirred at 90° C. for 3 h. Then the mixture was purified through a silica gel column eluting with PE:EA=50:1 to 10:1 to give 112c as a white crystal (10.7 g, 60%) MS: [M+H]+: 461

Workup

  1. customThen the mixture was purified through a silica gel column
  2. washeluting with PE

Sources & evidence

ORD record
ord-c216d170e20b44d9a3a6e653f6f04cb4
Source dataset
uspto-grants-2015_02
Patent number
US08946213B2

Reaction notes

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