Dicyclohexylcarbodiimide → 2-Benzyl-5,5-dimethyl-10-[4-(2-methylpiperidino)butyryloxy]-8-(1-pentyl)-1,2,3,4-tetrahydro-5H-[1]benzopyrano[3,4-d]pyridine hydrochloride

HRID 2398876Notes

Reaction equation

HRID 2398876 reaction equation
[CH2:1]([N:8]1[CH2:13][C:12]2[C:14]3[C:23]([OH:24])=[CH:22][C:21]([CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])=[CH:20][C:15]=3[O:16][C:17]([CH3:19])([CH3:18])[C:11]=2[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:30].[CH3:31][CH:32]1[CH2:37][CH2:36][CH2:35][CH2:34][N:33]1[CH2:38][CH2:39][CH2:40][C:41](O)=[O:42].C1(N=C=NC2CCCCC2)CCCCC1>>[ClH:30].[CH2:1]([N:8]1[CH2:13][C:12]2[C:14]3[C:23]([O:24][C:41](=[O:42])[CH2:40][CH2:39][CH2:38][N:33]4[CH2:34][CH2:35][CH2:36][CH2:37][CH:32]4[CH3:31])=[CH:22][C:21]([CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])=[CH:20][C:15]=3[O:16][C:17]([CH3:19])([CH3:18])[C:11]=2[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 214181172-Benzyl-5,5-dimethyl-10-hydroxy-8-(1-pentyl)-1,2,3,4-tetrahydro-5H-[1]benzopyrano[3,4-d]pyridineHCID 705657274-(2-Methylpiperidin-1-yl)butanoic acid hydrochloride

Product 1

HCID 214181362-Benzyl-5,5-dimethyl-10-[4-(2-methylpiperidino)butyryloxy]-8-(1-pentyl)-1,2,3,4-tetrahydro-5H-[1]benzopyrano[3,4-d]pyridine hydrochloride

Procedure

2-Benzyl-5,5-dimethyl-10-hydroxy-8-(1-pentyl)-1,2,3,4-tetrahydro-5H-[1]benzopyrano[3,4-d]pyridine, γ-(2-methylpiperidino)- butyric acid hydrochloride and dicyclohexylcarbodiimide in equimolar amounts are reacted as in Example 1 to give the desired product.

Sources & evidence

ORD record
ord-164a33a65303400ca4724770b860b410
Source dataset
uspto-grants-1977_05
Patent number
US04025630

Reaction notes

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