Triethylamine → (+)-N-[{1-[bis(phenylmethyl)amino]cyclopentyl}(phenyl)methyl]-2,6-dimethylbenzamide

HRID 20813

반응식

HRID 20813 반응식
[NH2:1][CH:2]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:3]1([N:8]([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:7][CH2:6][CH2:5][CH2:4]1.[CH3:29][C:30]1[CH:38]=[CH:37][CH:36]=[C:35]([CH3:39])[C:31]=1[C:32](Cl)=[O:33].C(N(CC)CC)C>C(Cl)Cl>[C:10]1([CH2:9][N:8]([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:3]2([CH:2]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[NH:1][C:32](=[O:33])[C:31]3[C:35]([CH3:39])=[CH:36][CH:37]=[CH:38][C:30]=3[CH3:29])[CH2:7][CH2:6][CH2:5][CH2:4]2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 890962,6-Dimethylbenzoyl chlorideHCID 59347885(+/-){1-[Amino(phenyl)methyl]cyclopentyl}bis(phenylmethyl)amine

생성물 1

HCID 59347832(+)-N-[{1-[bis(phenylmethyl)amino]cyclopentyl}(phenyl)methyl]-2,6-dimethylbenzamide수율 80%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

The title compound (2.51 g; 80%) was prepared from (±)-{1-[amino(phenyl)methyl]cyclopentyl}bis(phenylmethyl)amine D33 (2.31 g; 6.23 mmol), 2,6-dimethyl benzoyl chloride (1.15 g; 6.85 mmol), triethylamine (1.73 ml; 12.5 mmol) in DCM (70 ml) in a similar manner to that described in E13. 1H NMR (CDCl3) δ: 1.40-2.05 (8H, m), 2.28 (6H, s), 3.68 (4H, s), 5.37 (1H, d), 6.78 (1H, m), 6.95-7.36 (16H, m), 7.45 (2H, m); Mass Spectrum (Electrospray LC/MS), API+: Found 503 (MH+). C35H38N2O requires 502. Ret. time 3.77 min.

출처 및 근거

ORD 기록
ord-3c32095997474e6aba7ea9903204b73c
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07745642B2

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