Dicyclohexylcarbodiimide → 1,2-dihydro-7-(3-methyl-2-octyl)-9-[4-(pyrrolidino)butyryloxy]-2,2,4,4-tetramethyl-4H-thieno-[2,3-c][1]benzopyran hydrobromide

HRID 1657660Notes

Reaction equation

HRID 1657660 reaction equation
[OH:1][C:2]1[C:7]2[C:8]3[CH2:16][C:15]([CH3:18])([CH3:17])[S:14][C:9]=3[C:10]([CH3:13])([CH3:12])[O:11][C:6]=2[CH:5]=[C:4]([CH:19]([CH:21]([CH3:27])[CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[CH3:20])[CH:3]=1.[BrH:28].[N:29]1([CH2:34][CH2:35][CH2:36][C:37](O)=[O:38])[CH2:33][CH2:32][CH2:31][CH2:30]1.C1(N=C=NC2CCCCC2)CCCCC1>>[BrH:28].[CH3:27][CH:21]([CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[CH:19]([C:4]1[CH:3]=[C:2]([O:1][C:37](=[O:38])[CH2:36][CH2:35][CH2:34][N:29]2[CH2:33][CH2:32][CH2:31][CH2:30]2)[C:7]2[C:8]3[CH2:16][C:15]([CH3:17])([CH3:18])[S:14][C:9]=3[C:10]([CH3:12])([CH3:13])[O:11][C:6]=2[CH:5]=1)[CH3:20]

Participants

4

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 30438822H-Thieno(2,3-c)(1)benzopyran-9-ol, 1,4-dihydro-7-(1,2-dimethylheptyl)-2,2,4,4-tetramethyl-HCID 68132093gamma-Pyrrolidinobutyric acid hydrobromide salt

Product 1

HCID 215334171,2-dihydro-7-(3-methyl-2-octyl)-9-[4-(pyrrolidino)butyryloxy]-2,2,4,4-tetramethyl-4H-thieno-[2,3-c][1]benzopyran hydrobromide

Procedure

By reacting 1,2-dihydro-9-hydroxy-7-(3-methyl-2-octyl)-2,2,4,4-tetramethyl-4H-thieno-[2,3-c][1]benzopyran with γ-pyrrolidinobutyric acid hydrobromide salt and dicyclohexylcarbodiimide according to the method of Example 10 there is obtained 1,2-dihydro-7-(3-methyl-2-octyl)-9-[4-(pyrrolidino)butyryloxy]-2,2,4,4-tetramethyl-4H-thieno-[2,3-c][1]benzopyran hydrobromide.

Sources & evidence

ORD record
ord-50ee72fa119c48909fd68c471e3be1b1
Source dataset
uspto-grants-1976_06
Patent number
US03960871

Reaction notes

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