Tyramine → 4-(2-{4-[3-(Piperidin-3-ylamino)-phenyl]-pyrimidin-2-ylamino}-ethyl)-phenol

HRID 14744

반응식

HRID 14744 반응식
C(OC([N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([NH:14][C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([C:21]3[CH:26]=[CH:25][N:24]=[C:23](Cl)[N:22]=3)[CH:16]=2)[CH2:9]1)=O)(C)(C)C.[NH2:28][CH2:29][CH2:30][C:31]1[CH:36]=[CH:35][C:34]([OH:37])=[CH:33][CH:32]=1>>[NH:8]1[CH2:13][CH2:12][CH2:11][CH:10]([NH:14][C:15]2[CH:16]=[C:17]([C:21]3[CH:26]=[CH:25][N:24]=[C:23]([NH:28][CH2:29][CH2:30][C:31]4[CH:36]=[CH:35][C:34]([OH:37])=[CH:33][CH:32]=4)[N:22]=3)[CH:18]=[CH:19][CH:20]=2)[CH2:9]1

참가 물질

3

반응물 2

HCID 5610TyramineHCID 866032453-[3-(2-Chloro-pyrimidin-4-yl)-phenylamino]-piperidine-1-carboxylic acid tert-butyl ester

생성물 1

HCID 586035174-(2-{4-[3-(Piperidin-3-ylamino)-phenyl]-pyrimidin-2-ylamino}-ethyl)-phenol

실험 절차

Intermediate 8 was coupled with tyramine following procedure F and the resulting product deprotected by procedure G. LC-MS showed the product had the expected M+H+ of 390. 1H NMR (Varian 300 MHz, CD3OD, shifts relative to the solvent peak at 3.3 ppm) δ 8.2 (d, 1H) 6.95-7.6 (m, 8H) 6.7 (m, 2H) 4.95 (m, 1H) 3.7-3.9 (m, 2H) 3.5 (m, 1H) 2.8-3.2 (m, 5H) 1.6-2.4 (m, 5H).

출처 및 근거

ORD 기록
ord-d0e9c22a971d4a489721135b7eb376af
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07732444B2

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