1,4-Benzodioxan-6-ylamine → N2,N4-bis(3,4-ethylenedioxyphenyl)-5-ethoxycarbonyl-2,4-pyrimidinediamine

HRID 76674

반응식

HRID 76674 반응식
Cl[C:2]1[N:7]=[C:6](Cl)[C:5]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:4][N:3]=1.[CH2:14]1[CH2:24][O:23][C:22]2[CH:21]=[CH:20][C:18]([NH2:19])=[CH:17][C:16]=2[O:15]1>>[CH2:14]1[CH2:24][O:23][C:22]2[CH:21]=[CH:20][C:18]([NH:19][C:2]3[N:7]=[C:6]([NH:19][C:18]4[CH:20]=[CH:21][C:22]5[O:23][CH2:24][CH2:14][O:15][C:16]=5[CH:17]=4)[C:5]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:4][N:3]=3)=[CH:17][C:16]=2[O:15]1

참가 물질

3

반응물 2

HCID 891481,4-Benzodioxan-6-ylamineHCID 104020Ethyl 2,4-dichloropyrimidine-5-carboxylate

생성물 1

HCID 22061031N2,N4-bis(3,4-ethylenedioxyphenyl)-5-ethoxycarbonyl-2,4-pyrimidinediamine

실험 절차

In like manner to the preparation of N2,N4-bis[N-(L)-tyrosine methyl ester]-5-ethoxycarbonylpyrimidine, the reaction of 2,4-dichloro-5-ethoxycarbonylpyrimidine with 3,4-ethylenedioxyaniline gave N2,N4-bis(3,4-ethylenedioxyphenyl)-5-ethoxycarbonyl-2,4-pyrimidinediamine. 1H NMR (DMSO-d6): δ 10.01 (s, 1H), 9.65 (bs, 1H), 8.62 (s, 1H), 7.18 (bs, 2H), 7.04 (dd, 1H, J=1.8 and 8.7 Hz), 6.93 (d, 1H, J=7.5 Hz), 6.76 (d, 1H, J=8.7 Hz), 6.65 (d, 1H, J=8.7 Hz), 4.28 (q, 2H, J=6.9 Hz), 1.31 (t, 3H, J=7.2 Hz); LCMS: ret. time: 27.25 min.; purity: 100%; MS (m/e): 451 (MH+).

후처리

  1. customIn like manner to the preparation of N2,N4-bis[N-(L)-tyrosine methyl ester]-5-ethoxycarbonylpyrimidine

출처 및 근거

ORD 기록
ord-2c4ad4be60e54fa9927acd1318dfaafd
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08835430B2

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