Tert-Butylamine → HCID 60177533, compound

HRID 1165242Notes

Reaction equation

HRID 1165242 reaction equation
[CH3:1][O:2][C:3]1[CH:20]=[CH:19][C:6]([C:7]([NH:9][C:10]2[CH:18]=[CH:17][CH:16]=[C:15]3[C:11]=2[CH:12]=[CH:13][NH:14]3)=[O:8])=[C:5](OCC2CO2)[CH:4]=1.C(N)(C)(C)C>C(O)C>[NH:14]1[C:15]2[C:11](=[C:10]([NH:9][C:7](=[O:8])[C:6]3[CH:19]=[CH:20][C:3]([O:2][CH3:1])=[CH:4][CH:5]=3)[CH:18]=[CH:17][CH:16]=2)[CH:12]=[CH:13]1

Participants

4

Reactant 2

HCID 6385Tert-ButylamineHCID 20098382HCID 20098382, compound

Product 1

HCID 60177533HCID 60177533, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Using the procedure of Step E of Example 52, 6 g of the product of Step B, 100 ml of ethanol, 9.2 ml of tert.-butylamine were refluxed for 3 hours to obtain 6.1 g of 2-[3-(1,1-dimethylethyl)-amino]-2-hydroxypropoxy]-N-(1H-indol-4-yl)-4-methoxy-benzamide. The product was dissolved in 300 ml of refluxing isopropanol and 1.8 g of benzoic acid were added thereto. The mixture was partially concentrated, iced and filtered and the product was dried under reduced pressure to obtain 5.1 g of the benzoate salt melting at 195° C. after crystallization from ethanol.

Workup

  1. temperaturewere refluxed for 3 hours

Sources & evidence

ORD record
ord-e57a6fe84dd14e089471016a6d745246
Source dataset
uspto-grants-1990_03
Patent number
US04908367

Reaction notes

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