Ethyl chloroformate → HCID 71811403, compound

HRID 714069Notes

Reaction equation

HRID 714069 reaction equation
[NH2:1][CH:2]1[C:11]2[CH:10]=[N:9][CH:8]=[C:7]([C:12]3[CH:19]=[CH:18][C:15]([C:16]#[N:17])=[CH:14][CH:13]=3)[C:6]=2[CH2:5][CH2:4][CH2:3]1.Cl[C:21]([O:23][CH2:24][CH3:25])=[O:22]>>[C:16]([C:15]1[CH:14]=[CH:13][C:12]([C:7]2[C:6]3[CH2:5][CH2:4][CH2:3][CH:2]([NH:1][C:21](=[O:22])[O:23][CH2:24][CH3:25])[C:11]=3[CH:10]=[N:9][CH:8]=2)=[CH:19][CH:18]=1)#[N:17]

Participants

3

Reactant 2

HCID 10928Ethyl chloroformateHCID 718113604-(8-Amino-5,6,7,8-tetrahydro-4-isoquinolinyl)benzonitrile

Product 1

HCID 71811403HCID 71811403, compoundYield 39%

Procedure

In analogy to the procedure described for the preparation of example 3, (rac)-4-(8-amino-5,6,7,8-tetrahydroisoquinolin-4-yl)benzonitrile (example 1) was reacted with ethyl chloroformate to give the title compound as a off-white powder in 39% yield. MS: 322.2 (M+H+).

Sources & evidence

ORD record
ord-f08f1bd5b84a459190a64ce94ede92f3
Source dataset
uspto-grants-2015_11
Patent number
US09187429B2

Reaction notes

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