N-(3-{1-[5-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-YL)pentyl]4-piperidinyl}phenyl)-2-methylpropanamide → N-{3-[1-(3-amino propyl)4-piperidinyl]phenyl}acetamide

HRID 1269148

Reaction equation

HRID 1269148 reaction equation
O=C1C2C(=CC=CC=2)C(=O)N1CCN1CCC(C2C=C(NC(=O)C(C)C)C=CC=2)CC1.O=C1C2C(=CC=CC=2)C(=O)[N:34]1[CH2:43][CH2:44][CH2:45][N:46]1[CH2:51][CH2:50][CH:49]([C:52]2[CH:53]=[C:54]([NH:58][C:59](=[O:63])[CH:60](C)C)[CH:55]=[CH:56][CH:57]=2)[CH2:48][CH2:47]1.O=C1C2C(=CC=CC=2)C(=O)N1CCCCN1CCC(C2C=C(NC(=O)C(C)C)C=CC=2)CC1.O=C1C2C(=CC=CC=2)C(=O)N1CCCCCN1CCC(C2C=C(NC(=O)C(C)C)C=CC=2)CC1.O=C1C2C(=CC=CC=2)C(=O)N1CCCCCCN1CCC(C2C=C(NC(=O)C(C)C)C=CC=2)CC1>>[NH2:34][CH2:43][CH2:44][CH2:45][N:46]1[CH2:51][CH2:50][CH:49]([C:52]2[CH:53]=[C:54]([NH:58][C:59](=[O:63])[CH3:60])[CH:55]=[CH:56][CH:57]=2)[CH2:48][CH2:47]1

Participants

6

Reactant 5

HCID 16757160N-(3-{1-[5-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-YL)pentyl]4-piperidinyl}phenyl)-2-methylpropanamideHCID 16757361HCID 16757361, compoundHCID 16757362HCID 16757362, compoundHCID 16757363N-(3-{1-[4-(1,3-Dioxo-1,3-Dihydro-2H-Isoindol-2-yl)Butyl]-4-Piperidinyl}Phenyl)-2-MethylpropanamideHCID 16757364N-(3-{1-[6-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-YL)hexyl]-4-piperidinyl}phenyl)-2-methylpropanamide

Product 1

HCID 21957249N-{3-[1-(3-amino propyl)4-piperidinyl]phenyl}acetamide

Procedure

Using the methods described above, the following additional intermediates were synthesized. N-(3-{1-[2-(1,3-DIOXO-1,3-DIHYDRO-2H-ISOINDOL-2-YL)ETHYL]-4-PIPERIDINYL}PHENYL)-2-METHYLPROPANAMIDE. ESMS m/e: 420.2 (M+H)+. N-(3-{1-[3-(1,3-DIOXO-1,3-DIHYDRO-2H-ISOINDOL-2-YL)PROPYL]-4-PIPERIDINYL}PHENYL)-2-METHYLPROPANAMIDE: ESMS m/e: 434.4 (M+H)+. N-(3-{1-[4-(1,3-DIOXO-1,3-DIHYDRO-2H-ISOINDOL-2-YL)BUTYL]-4-PIPERIDINYL}PHENYL)-2-METHYLPROPANAMIDE: ESMS m/e: 448.4 (M+H)+. N-(3-{1-[5-(1,3-DIOXO-1,3-DIHYDRO-2H-ISOINDOL-2-YL)PENTYL]-4-PIPERIDINYL}PHENYL)-2-METHYLPROPANAMIDE. ESMS m/e: 462.4 (M+H)+. N-(3-{1-[6-(1,3-DIOXO-1,3-DIHYDRO-2H-ISOINDOL-2-YL)HEXYL]-4-PIPERIDINYL}PHENYL)-2-METHYLPROPANAMIDE: ESMS m/e: 476.4 (M+H)+.

Workup

  1. customwere synthesized

Sources & evidence

ORD record
ord-8af05fc719a54c86abcd64157aa15ba4
Source dataset
uspto-grants-2007_04
Patent number
US07199135B2

Linked notes

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