Ethyl cyanoacetate → 5'-(2-Cyano-2-ethoxycarbonylvinyl)-5-methoxy-1,3,3-trimethylspiro[indoline-2,3'-[3H]-naphtho[2,1-b][1,4]-oxazine]

HRID 376216Notes

Reaction equation

HRID 376216 reaction equation
[CH:1]([C:3]1[C:12]2[O:13][C:14]3([C:24]([CH3:26])([CH3:25])[C:23]4[C:18](=[CH:19][CH:20]=[C:21]([O:27][CH3:28])[CH:22]=4)[N:17]3[CH3:29])[CH:15]=[N:16][C:11]=2[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=1)=O.[C:30]([CH2:32][C:33]([O:35][CH2:36][CH3:37])=[O:34])#[N:31]>>[C:30]([C:32]([C:33]([O:35][CH2:36][CH3:37])=[O:34])=[CH:1][C:3]1[C:12]2[O:13][C:14]3([C:24]([CH3:26])([CH3:25])[C:23]4[C:18](=[CH:19][CH:20]=[C:21]([O:27][CH3:28])[CH:22]=4)[N:17]3[CH3:29])[CH:15]=[N:16][C:11]=2[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=1)#[N:31]

Participants

3

Reactant 2

HCID 7764Ethyl cyanoacetateHCID 158602975'-Formyl-5-methoxy-1,3,3-trimethylspiro[indoline-2,3'-[3H]-naphtho[2,1-b][1,4]oxazine]

Product 1

HCID 544233265'-(2-Cyano-2-ethoxycarbonylvinyl)-5-methoxy-1,3,3-trimethylspiro[indoline-2,3'-[3H]-naphtho[2,1-b][1,4]-oxazine]

Procedure

This compound is prepared according to the method employed for Example 10, from 0.39 g (1 mmol) of the compound of Example 2 and from 0.18 g (1.5 mmol) of ethyl cyanoacetate.

Workup

  1. customThis compound is prepared

Sources & evidence

ORD record
ord-8599b05e51b941c7b9da5646a7660034
Source dataset
uspto-grants-2000_02
Patent number
US06019914

Reaction notes

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