N-methyl-2-pyrrolidone → 1-Ethyl-3-(4-(7-(2-methoxyethyl)-4-morpholino-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl)phenyl)urea

HRID 1697956노트

반응식

HRID 1697956 반응식
Cl.[CH2:2]([NH:4][C:5]([NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[N:15]=[C:16]([N:24]3[CH2:29][CH2:28][O:27][CH2:26][CH2:25]3)[C:17]3[CH2:23][CH2:22][NH:21][CH2:20][C:18]=3[N:19]=2)=[CH:10][CH:9]=1)=[O:6])[CH3:3].C(N(CC)C(C)C)(C)C.CN1CCCC1=O.Br[CH2:47][CH2:48][O:49][CH3:50]>>[CH2:2]([NH:4][C:5]([NH:7][C:8]1[CH:9]=[CH:10][C:11]([C:14]2[N:15]=[C:16]([N:24]3[CH2:25][CH2:26][O:27][CH2:28][CH2:29]3)[C:17]3[CH2:23][CH2:22][N:21]([CH2:47][CH2:48][O:49][CH3:50])[CH2:20][C:18]=3[N:19]=2)=[CH:12][CH:13]=1)=[O:6])[CH3:3]

참가 물질

5

반응물 4

HCID 13387N-methyl-2-pyrrolidoneHCID 809722-Bromoethyl methyl etherHCID 81531DiisopropylethylamineHCID 671770581-Ethyl-3-(4-(4-morpholino-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl)phenyl)urea hydrochloride salt

생성물 1

HCID 448150981-Ethyl-3-(4-(7-(2-methoxyethyl)-4-morpholino-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl)phenyl)urea수율 53.4%

실험 절차

To a solution of 1-ethyl-3-(4-(4-morpholino-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl)phenyl)urea, hydrochloride salt (bf) (51 mg, 0.13 mmol) in N,N-Diisopropylethylamine (7.0E1 uL, 0.40 mmol) and N-Methylpyrrolidinone (0.80 mL, 8.3 mmol) was added 1-Bromo-2-methoxyethane (3.01 uL, 0.32 mmol) at room temperature. The reaction was microwaved at 80° C. for 30 minutes. After purification, 30.6 mg white powder pc (52% yield) was obtained: 1H NMR (400 MHz, DMSO) δ 8.63 (s, 1H), 8.16 (d, J=8.7 Hz, 2H), 7.46 (d, J=8.7 Hz, 2H), 6.15 (t, J=5.5 Hz, 1H), 3.72 (m, 4H), 3.62 (s, 2H), 3.54 (t, J=5.6 Hz, 2H), 3.47 (m, 4H), 3.28 (s, 3H), 3.18-3.05 (m, 2H), 2.73-2.62 (m, 6H), 1.06 (t, J=7.2 Hz, 3H); LC-MS m/z=441 (M+H).

후처리

  1. customThe reaction was microwaved at 80° C. for 30 minutes
  2. customAfter purification

출처 및 근거

ORD 기록
ord-eb9c244ba1844945b8845d54f4df45a7
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08163763B2

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