Phthalamide → (E)-Ethyl 4-amino-1-(prop-1-enyl)cyclohexane carboxylate

HRID 1944736Notes

Reaction equation

HRID 1944736 reaction equation
[CH2:1]([O:3][C:4]([C:6]1(/[CH:23]=[CH:24]/[CH3:25])[CH2:11][CH2:10][CH:9]([N:12]2C(=O)C3C(=CC=CC=3)C2=O)[CH2:8][CH2:7]1)=[O:5])[CH3:2].C(N)(=O)C1C(=CC=CC=1)C(N)=O.NC1CCC(C)(C(N[C@@H](C2C=CC(F)=CC=2)C)=O)CC1>>[NH2:12][CH:9]1[CH2:8][CH2:7][C:6](/[CH:23]=[CH:24]/[CH3:25])([C:4]([O:3][CH2:1][CH3:2])=[O:5])[CH2:11][CH2:10]1

Participants

4

Reactant 3

HCID 6956PhthalamideHCID 58292165(R)-4-Amino-N-(1-(4-fluorophenyl)ethyl)-1-methylcyclohexanecarboxamideHCID 672239074-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-1-((E)-propenyl)-cyclohexanecarboxylic acid ethyl ester

Product 1

HCID 58291990(E)-Ethyl 4-amino-1-(prop-1-enyl)cyclohexane carboxylate

Procedure

Intermediate 117 was prepared from Intermediate 116 using standard phthalamide deprotection conditions analogous to the conditions used to prepare Intermediate 77.

Sources & evidence

ORD record
ord-492ae58e9234494fb85f44412f3131fa
Source dataset
uspto-grants-2013_03
Patent number
US08394858B2

Reaction notes

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