Sodium Carbonate → (R)-methyl 4-(1-(1-(3-methylbenzyl)piperidine-2-carboxamido)cyclopropyl)benzoate

HRID 2273112노트

반응식

[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][C@@H:2]1[C:7]([NH:9][C:10]1([C:13]2[CH:22]=[CH:21][C:16]([C:17]([O:19][CH3:20])=[O:18])=[CH:15][CH:14]=2)[CH2:12][CH2:11]1)=[O:8].[CH3:23][C:24]1[CH:25]=[C:26]([CH:29]=[CH:30][CH:31]=1)[CH2:27]Br.C([O-])([O-])=O.[Na+].[Na+]>>[CH3:23][C:24]1[CH:25]=[C:26]([CH:29]=[CH:30][CH:31]=1)[CH2:27][N:1]1[CH2:6][CH2:5][CH2:4][CH2:3][C@@H:2]1[C:7]([NH:9][C:10]1([C:13]2[CH:14]=[CH:15][C:16]([C:17]([O:19][CH3:20])=[O:18])=[CH:21][CH:22]=2)[CH2:12][CH2:11]1)=[O:8]

참가 물질

반응물 3

HCID 10340Sodium Carbonate

HCID 12099m-Xylyl bromide

HCID 71204684HCID 71204684, 화합물

생성물 1

HCID 71204764(R)-methyl 4-(1-(1-(3-methylbenzyl)piperidine-2-carboxamido)cyclopropyl)benzoate수율 96.9%

실험 절차

The title compound (D27) (63 mg) was prepared according to the general procedure for substituted benzyl amines preparation starting from (R)-methyl 4-(1-(piperidine-2-carboxamido)cyclopropyl)benzoate (D13) (50 mg, 0.16 mmol) and 3-methyl benzyl bromide (0.033 ml, 0.25 mmol). (Na2CO3: 2.5 eq; reaction time: 6 hrs; 60° C.)

출처 및 근거

ORD 기록: ord-d69a05791814494b8429a5ad5045b0d2
출처 데이터셋: uspto-grants-2015_09
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US09120824B2

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