Triethylamine → tert-Butyl (3R)-1-[(7-chlorothieno[3,2-b]pyridin-2-yl)carbonyl]pyrrolidin-3-yl(methyl)carbamate

HRID 1825109

반응식

HRID 1825109 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[CH:8]=[C:9]([C:11]([OH:13])=O)[S:10][C:3]=12.[CH3:14][N:15]([C@@H:23]1[CH2:27][CH2:26][NH:25][CH2:24]1)[C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:20])[CH3:19].CCN(CC)CC>O=S(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[CH:8]=[C:9]([C:11]([N:25]3[CH2:26][CH2:27][C@@H:23]([N:15]([CH3:14])[C:16](=[O:22])[O:17][C:18]([CH3:19])([CH3:20])[CH3:21])[CH2:24]3)=[O:13])[S:10][C:3]=12

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 7019173tert-Butyl methyl((3R)-pyrrolidin-3-yl)carbamateHCID 112760337-Chlorothieno[3,2-b]pyridine-2-carboxylic acid

생성물 1

HCID 86590758tert-Butyl (3R)-1-[(7-chlorothieno[3,2-b]pyridin-2-yl)carbonyl]pyrrolidin-3-yl(methyl)carbamate수율 37%

시약·촉매·용매 1

HCID 24386Thionyl Chloride용매

실험 절차

This material was prepared from 7-chlorothieno[3,2-b]pyridine-2-carboxylic acid (1.05 g, 4.94 mmole), SOCl2 (10 ml), tert-butyl methyl[(3R)-pyrrolidin-3-yl]carbamate 34b (0.989 g, 4.94 mmole) and Et3N (0.689 ml, 4.94 mmole) in a manner as previously described for example 9d to give a brown oil (0.723 g, 0.30%). 1H NMR (300 MHz, CDCl3) δ 8.62 (1H, d, J=5.1 Hz), 7.85 (1H, s), 7.35 (1H, d, J=5.1 Hz), 4.82 (1H, m), 3.93 (3H, m), 3.63 (1H, m), 2.82 (3H, s), 2.12 (2H, m), 1.47 (9H, s); ESIMS (MH+): 396.05.

출처 및 근거

ORD 기록
ord-ccc7484ab0b24f0d95d088da8191a41b
출처 데이터셋
uspto-grants-2006_05
특허 번호
US07045528B2

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