1-Cyclopropyl-1-(5-methyl-1,2,4-oxadiazol-3-yl)ethan-1-amine → 5-Cyclopropyl-6-cyclopropylmethoxy-pyridine-2-carboxylic acid [(+)-1-cyclopropyl-1-(5-methyl-[1,2,4]oxadiazol-3-yl)-ethyl]-amide

HRID 927780

반응식

HRID 927780 반응식
[CH:1]1([C:4]2[CH:5]=[CH:6][C:7]([C:15]([OH:17])=O)=[N:8][C:9]=2[O:10][CH2:11][CH:12]2[CH2:14][CH2:13]2)[CH2:3][CH2:2]1.[CH:18]1([C:21]([CH3:29])([C:23]2[N:27]=[C:26]([CH3:28])[O:25][N:24]=2)[NH2:22])[CH2:20][CH2:19]1>>[CH:18]1([C:21]([NH:22][C:15]([C:7]2[CH:6]=[CH:5][C:4]([CH:1]3[CH2:2][CH2:3]3)=[C:9]([O:10][CH2:11][CH:12]3[CH2:13][CH2:14]3)[N:8]=2)=[O:17])([C:23]2[N:27]=[C:26]([CH3:28])[O:25][N:24]=2)[CH3:29])[CH2:20][CH2:19]1

참가 물질

3

반응물 2

HCID 435592231-Cyclopropyl-1-(5-methyl-1,2,4-oxadiazol-3-yl)ethan-1-amineHCID 710873465-Cyclopropyl-6-cyclopropylmethoxy-pyridine-2-carboxylic acid

생성물 1

HCID 780101675-Cyclopropyl-6-cyclopropylmethoxy-pyridine-2-carboxylic acid [(+)-1-cyclopropyl-1-(5-methyl-[1,2,4]oxadiazol-3-yl)-ethyl]-amide

실험 절차

The title compound was synthesized in analogy to Example 1, using 5-cyclopropyl-6-cyclopropylmethyloxy-pyridine-2-carboxylic acid (Example 42a) and α-cyclopropyl-α,5-dimethyl-1,2,4-oxadiazole-3-methanamine (CAN 1155536-64-3) as starting materials. The product was isolated by chiral chromatography on Lux 5u Amylose-2 using heptane/15% 2-propanol as eluent. The (+)-enantiomer was isolated. LC-MS (UV peak area/ESI) 100%, 383.2090 (M+H)+, αD20 (MeOH)=+49.30

출처 및 근거

ORD 기록
ord-b2cb642904d94e6c816685f8a75d243e
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09290451B2

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