Pyrrolidine → 7-amino-2-methyl-4-[4-(pyrrolidin-1-yl)cyclohexyl]-2,3-dihydro-1H-isoindol-1-one

HRID 511488Notes

Reaction equation

[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([CH:13]2[CH2:18][CH2:17][CH:16]([N:19]([CH3:21])[CH3:20])[CH2:15][CH2:14]2)=[C:6]2[C:10]=1[C:9](=[O:11])[N:8]([CH3:12])[CH2:7]2.N[C:23]1C=CC(C2CCC(=O)CC2)=C2[C:31]=1C(=O)N(C)C2.N1CCCC1>>[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([CH:13]2[CH2:18][CH2:17][CH:16]([N:19]3[CH2:21][CH2:31][CH2:23][CH2:20]3)[CH2:15][CH2:14]2)=[C:6]2[C:10]=1[C:9](=[O:11])[N:8]([CH3:12])[CH2:7]2

Participants

Reactant 3

HCID 31268Pyrrolidine

HCID 672542857-amino-4-[4-(dimethylamino)cyclohexyl]-2-methyl-2,3-dihydro-1H-isoindol-1-one

HCID 672561257-amino-2-methyl-4-(4-oxocyclohexyl)-2,3-dihydro-1H-isoindol-1-one

Product 1

HCID 672563407-amino-2-methyl-4-[4-(pyrrolidin-1-yl)cyclohexyl]-2,3-dihydro-1H-isoindol-1-one

Procedure

The title product was prepared according to the procedure for Compound 233A using 7-amino-2-methyl-4-(4-oxocyclohexyl)-2,3-dihydro-1H-isoindol-1-one and pyrrolidine. Product used crude in the next step.

Sources & evidence

ORD record: ord-f4d900e26536400eacc06840a172712b
Source dataset: uspto-grants-2015_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09096624B2

Reaction notes

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