Dicyclohexylcarbodiimide → 2-Cinnamyl-8-(2,3-dimethylphenyl-n-heptyl)-5,5-di(n-propyl)-10-[4-(pyrrolidino)butyryloxy]-1,2,3,4-tetrahydro-5H[1]benzopyrano[3,4-d]pyridine hydrochloride

HRID 1679657

Reaction equation

HRID 1679657 reaction equation
[CH2:1]([N:10]1[CH2:15][C:14]2[C:16]3[C:29]([OH:30])=[CH:28][C:27]([CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][C:38]4[CH:43]=[CH:42][CH:41]=[C:40]([CH3:44])[C:39]=4[CH3:45])=[CH:26][C:17]=3[O:18][C:19]([CH2:23][CH2:24][CH3:25])([CH2:20][CH2:21][CH3:22])[C:13]=2[CH2:12][CH2:11]1)[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[ClH:46].[N:47]1([CH2:52][CH2:53][CH2:54][C:55](O)=[O:56])[CH2:51][CH2:50][CH2:49][CH2:48]1.C1(N=C=NC2CCCCC2)CCCCC1>>[ClH:46].[CH2:1]([N:10]1[CH2:15][C:14]2[C:16]3[C:29]([O:30][C:55](=[O:56])[CH2:54][CH2:53][CH2:52][N:47]4[CH2:51][CH2:50][CH2:49][CH2:48]4)=[CH:28][C:27]([CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][C:38]4[CH:43]=[CH:42][CH:41]=[C:40]([CH3:44])[C:39]=4[CH3:45])=[CH:26][C:17]=3[O:18][C:19]([CH2:23][CH2:24][CH3:25])([CH2:20][CH2:21][CH3:22])[C:13]=2[CH2:12][CH2:11]1)[CH:2]=[CH:3][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 148556824-(Pyrrolidin-1-yl)butanoic acid hydrochlorideHCID 541694332-Cinnamyl-8-(2,3-dimethylphenyl-n-heptyl)-5,5-di(n-propyl)-10-hydroxy-1,2,3,4-tetrahydro-5H[1]benzopyrano [3,4-d]pyridine

Product 1

HCID 706242592-Cinnamyl-8-(2,3-dimethylphenyl-n-heptyl)-5,5-di(n-propyl)-10-[4-(pyrrolidino)butyryloxy]-1,2,3,4-tetrahydro-5H[1]benzopyrano[3,4-d]pyridine hydrochloride

Procedure

2-Cinnamyl-8-(2,3-dimethylphenyl-n-heptyl)-5,5-di(n-propyl)-10-hydroxy-1,2,3,4-tetrahydro-5H[1]benzopyrano [3,4-d]pyridine, γ-pyrrolidinobutyric acid hydrochloride and dicyclohexylcarbodiimide are reacted in equimolar amounts according to Example 1 to form the desired product.

Sources & evidence

ORD record
ord-8c2431d9d2314b0e923d813856f28324
Source dataset
uspto-grants-1978_03
Patent number
US04081449

Linked notes

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