Cyclopentanone → HCID 11774231, compound

HRID 1296747Notes

Reaction equation

HRID 1296747 reaction equation
[NH2:1][C:2]1[CH:22]=[C:21]([C:23]2[N:27]=C(C)O[N:24]=2)[CH:20]=[CH:19][C:3]=1[CH2:4][NH:5][C:6](=[O:18])[C:7]1[CH:12]=[C:11]([O:13][CH3:14])[C:10]([CH3:15])=[C:9]([O:16][CH3:17])[CH:8]=1.[C:29]1(=O)[CH2:33][CH2:32][CH2:31][CH2:30]1>>[C:23]([C:21]1[CH:20]=[CH:19][C:3]([CH2:4][NH:5][C:6](=[O:18])[C:7]2[CH:12]=[C:11]([O:13][CH3:14])[C:10]([CH3:15])=[C:9]([O:16][CH3:17])[CH:8]=2)=[C:2]([NH:1][CH:29]2[CH2:33][CH2:32][CH2:31][CH2:30]2)[CH:22]=1)(=[NH:27])[NH2:24]

Participants

3

Reactant 2

HCID 8452CyclopentanoneHCID 69491883N-[2-Amino-4-(5-methyl-[1,2,4]oxadiazol-3-yl)-benzyl]-3,5-dimethoxy-4-methyl-benzamide

Product 1

HCID 11774231HCID 11774231, compound

Procedure

Compound 1g (50 mg, 0.13 mmol) was reductively aminated with cyclopentanone (0.012 mL, 0.14 mmol) and subsequently hydrogenated following a procedure analogous to the preparation of compound 11a, to give example 12. ESI-MS m/e 411.4 (M+1).

Workup

  1. customto give example 12

Sources & evidence

ORD record
ord-974671c90585438fa50ba3d1bda05739
Source dataset
uspto-grants-2007_07
Patent number
US07247654B2

Reaction notes

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