Dicyclohexylcarbodiimide → 5,5-Dimethyl-8-(2-eicosyl)-10-[4-(piperidino)butyryloxy]-5H-[1]benzopyrano[3,4-d]pyridine hydrochloride

HRID 126815Notes

Reaction equation

HRID 126815 reaction equation
[CH3:1][C:2]1([CH3:37])[C:32]2=[CH:33][CH:34]=[N:35][CH:36]=[C:31]2[C:5]2[C:6]([OH:30])=[CH:7][C:8]([CH:10]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[CH3:11])=[CH:9][C:4]=2[O:3]1.[ClH:38].[N:39]1([CH2:45][CH2:46][CH2:47][C:48](O)=[O:49])[CH2:44][CH2:43][CH2:42][CH2:41][CH2:40]1.C1(N=C=NC2CCCCC2)CCCCC1>>[ClH:38].[CH3:37][C:2]1([CH3:1])[C:32]2=[CH:33][CH:34]=[N:35][CH:36]=[C:31]2[C:5]2[C:6]([O:30][C:48](=[O:49])[CH2:47][CH2:46][CH2:45][N:39]3[CH2:44][CH2:43][CH2:42][CH2:41][CH2:40]3)=[CH:7][C:8]([CH:10]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[CH3:11])=[CH:9][C:4]=2[O:3]1

Participants

4

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 131720814-(Piperidin-1-yl)butanoic acid hydrochlorideHCID 202878765,5-dimethyl-10-hydroxy-8-(2-eicosyl)-5H-[1]benzopyrano[3,4-d]pyridine

Product 1

HCID 202878435,5-Dimethyl-8-(2-eicosyl)-10-[4-(piperidino)butyryloxy]-5H-[1]benzopyrano[3,4-d]pyridine hydrochloride

Procedure

5,5-Dimethyl-8-(2-eicosyl)-10-[4-(piperidino)butyryloxy]-5H-[1]benzopyrano[3,4-d]pyridine hydrochloride is prepared according to the method of Example 29 by reacting equimolar quantities of 5,5-dimethyl-10-hydroxy-8-(2-eicosyl)-5H-[1]benzopyrano[3,4-d]pyridine and γ-piperidinobutyric acid hydrochloride in the presence of dicyclohexyl carbodiimide.

Sources & evidence

ORD record
ord-3e363e530f8447b3b833b11b4bed997c
Source dataset
uspto-grants-1981_03
Patent number
US04254116

Reaction notes

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