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Bromocyclopentane → (cis)-4-(3-Cyclopentyloxy-4-methoxyphenyl)-2-cyclopentyl-4a,5,8,8a-tetrahydro-2H-phthalazin-1-one

HRID 1871374
Notes
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Reaction equation

HRID 1871374 reaction equation
[CH:1]1([O:6][C:7]2[CH:8]=[C:9]([C:15]3[C@H:24]4[C@H:19]([CH2:20][CH:21]=[CH:22][CH2:23]4)[C:18](=[O:25])[NH:17][N:16]=3)[CH:10]=[CH:11][C:12]=2[O:13][CH3:14])[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH:26]1(Br)[CH2:30][CH2:29][CH2:28][CH2:27]1.COC1C=C(C2[C@H]3[C@H](CCCC3)C(=O)N(C)N=2)C=CC=1OC>>[CH:1]1([O:6][C:7]2[CH:8]=[C:9]([C:15]3[C@H:24]4[C@H:19]([CH2:20][CH:21]=[CH:22][CH2:23]4)[C:18](=[O:25])[N:17]([CH:26]4[CH2:30][CH2:29][CH2:28][CH2:27]4)[N:16]=3)[CH:10]=[CH:11][C:12]=2[O:13][CH3:14])[CH2:5][CH2:4][CH2:3][CH2:2]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 8728BromocyclopentaneHCID 11056941cis-4-(3-Cyclopentyloxy-4-methoxyphenyl)-4a,5,8,8a-tetrahydro-2H-phthalazin-1-oneHCID 70003942(cis)-4-(3,4-Dimethoxyphenyl)-2-methyl-4a,5,6,7,8,8a-hexahydro-2H-phthalazin-1-one

Product 1

HCID 70002575(cis)-4-(3-Cyclopentyloxy-4-methoxyphenyl)-2-cyclopentyl-4a,5,8,8a-tetrahydro-2H-phthalazin-1-one

Procedure

Prepared from compound 5 and cyclopentylbromide as described for compound 8. Crystallized from diethyl ether. M.p. 144-145° C.

Workup

  1. customCrystallized from diethyl ether

Sources & evidence

ORD record
ord-f3fefad620204b2d886641745b03633c
Source dataset
uspto-grants-2000_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06103718

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes