2,3-Dimethylpyridine-5-boronic acid pinacol ester → 4-(2-(5,6-Dimethylpyridin-3-yl)-6-((4-(methylsulfonyl)piperazin-1-yl)methyl)thieno[2,3-d]pyrimidin-4-yl)morpholine

HRID 1365403

반응식

HRID 1365403 반응식
[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5](B2OC(C)(C)C(C)(C)O2)=[CH:4][N:3]=1.Cl[C:19]1[N:20]=[C:21]([N:39]2[CH2:44][CH2:43][O:42][CH2:41][CH2:40]2)[C:22]2[CH:27]=[C:26]([CH2:28][N:29]3[CH2:34][CH2:33][N:32]([S:35]([CH3:38])(=[O:37])=[O:36])[CH2:31][CH2:30]3)[S:25][C:23]=2[N:24]=1>>[CH3:8][C:7]1[CH:6]=[C:5]([C:19]2[N:20]=[C:21]([N:39]3[CH2:40][CH2:41][O:42][CH2:43][CH2:44]3)[C:22]3[CH:27]=[C:26]([CH2:28][N:29]4[CH2:30][CH2:31][N:32]([S:35]([CH3:38])(=[O:36])=[O:37])[CH2:33][CH2:34]4)[S:25][C:23]=3[N:24]=2)[CH:4]=[N:3][C:2]=1[CH3:1]

참가 물질

3

반응물 2

HCID 532168102,3-Dimethylpyridine-5-boronic acid pinacol esterHCID 568339462-Chloro-6-((4-(methylsulfonyl)piperazin-1-yl)methyl)-4-morpholinothieno[2,3-d]pyrimidine

생성물 1

HCID 249470524-(2-(5,6-Dimethylpyridin-3-yl)-6-((4-(methylsulfonyl)piperazin-1-yl)methyl)thieno[2,3-d]pyrimidin-4-yl)morpholine

실험 절차

2,3-Dimethyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridine was reacted with 2-chloro-6-(4-methanesulfonyl-piperazin-1-ylmethyl)-4-morpholin-4-yl-thieno[2,3-d]pyrimidine in General Procedure A. Purification on silica yielded 371. NMR: (CDCl3): (400 MHz, CDCl3): 2.40 (3H, s, Me), 2.59 (3H, s, Me), 2.63-2.68 (4H, m), 2.82 (3H, s, Me), 3.29-3.31 (4H, m), 3.84 (2H, s, CH2), 3.90-3.92 (4H, m), 3.98-4.00 (4H, m), 7.17 (1H, s, Ar), 8.41 (1H, s, Ar) and 9.35 (1H, s, Ar). MS: (ESI+): MH+503.15

후처리

  1. customPurification on silica

출처 및 근거

ORD 기록
ord-77ca6b09221c47048c440b9b3f79a7e2
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07888352B2

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