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Ethyl cyanoacetate → ethyl 2-amino-5-(tetrahydro-2H-pyran-4-yl)thiophene-3-carboxylate

HRID 1506913
Notes
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Reaction equation

HRID 1506913 reaction equation
[NH2:1][C:2]1[S:10][C:5]2[CH2:6]OCC[C:4]=2[C:3]=1[C:11]([O:13][CH2:14][CH3:15])=[O:12].[O:16]1[CH2:21][CH2:20]C(CC=O)[CH2:18][CH2:17]1.[S].C(CC(OCC)=O)#N>>[NH2:1][C:2]1[S:10][C:5]([CH:6]2[CH2:20][CH2:21][O:16][CH2:17][CH2:18]2)=[CH:4][C:3]=1[C:11]([O:13][CH2:14][CH3:15])=[O:12]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 4

HCID 7764Ethyl cyanoacetateHCID 5362487SulfurHCID 10987982Ethyl 2-amino-5,7-dihydro-4H-thieno[2,3-c]pyran-3-carboxylateHCID 177509432-(Oxan-4-yl)acetaldehyde

Product 1

HCID 59542499ethyl 2-amino-5-(tetrahydro-2H-pyran-4-yl)thiophene-3-carboxylate

Procedure

Prepared by proceeding in a similar manner to Intermediate 7, starting from (tetrahydropyran-4-yl)acetaldehyde, sulphur and ethyl cyanoacetate

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-fa85a61a94ef4ff39c92505cae3268cd
Source dataset
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09221787B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes