2-Bromopropane → tert-butyl {(1S)-2-[2-amino-3-(aminocarbonyl)-9h-pyrido[2,3-b]indol-9-yl]-1-methylethyl}carbamate

HRID 421654

반응식

HRID 421654 반응식
[NH2:1][C:2]1[C:3]([C:18]([NH2:20])=[O:19])=[CH:4][C:5]2[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[N:7](C(C)C)[C:6]=2[N:17]=1.[C:21]([O:25][C:26](=[O:32])[NH:27][C@@H:28]([CH3:31])[CH2:29]I)([CH3:24])([CH3:23])[CH3:22].BrC(C)C>C(O)=O>[NH2:1][C:2]1[C:3]([C:18]([NH2:20])=[O:19])=[CH:4][C:5]2[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[N:7]([CH2:29][C@@H:28]([NH:27][C:26](=[O:32])[O:25][C:21]([CH3:24])([CH3:23])[CH3:22])[CH3:31])[C:6]=2[N:17]=1

참가 물질

5

반응물 3

HCID 63582-BromopropaneHCID 15529790(S)-(2-Iodo-1-methyl-ethyl)-carbamic acid tert-butyl esterHCID 249006762-amino-9-isopropyl-9H-pyrido[2,3-b]indole-3-carboxamide

생성물 1

HCID 59513639tert-butyl {(1S)-2-[2-amino-3-(aminocarbonyl)-9h-pyrido[2,3-b]indol-9-yl]-1-methylethyl}carbamate

시약·촉매·용매 1

HCID 284Formic Acid용매

실험 절차

tert-butyl {(1S)-2-[2-amino-3-(aminocarbonyl)-9H-pyrido[2,3-b]indol-9-yl]-1-methylethyl}carbamate (xvi-b) was prepared following the procedure detailed in the synthesis of 13 substituting tert-butyl[(1S)-2-iodo-1-methylethyl]carbamate for 2-bromopropane. HCOOH Standard Conditions. M+H=384. 1H NMR (300 MHz, d6-DMSO): δ 8.71 (s, 1H), 7.77 (d, J=7.3 Hz, 1H), 7.59 (d, J=7.9 Hz, 1H), 7.57-7.49 (br s, 2H), 7.31 (dd, J=7.9, 7.3 Hz, 1H), 7.16 (dd, J=7.9, 7.3 Hz, 1H), 6.90 (br d, 1H), 4.27 (dd, J=6.1, 13.4 Hz, 1H), 4.14-3.95 (m, 2H), 1.18 (s, 9H), 1.05 (d, J=6.1 Hz, 3H)

출처 및 근거

ORD 기록
ord-a1f19bd240ad4029b901d90bbb86dfe1
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08101604B2

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