Sodium Hydroxide → N2,N4-bis(4-carboxyphenyl)-5-fluoro-2,4-pyrimidinediamine

HRID 405529

반응식

HRID 405529 반응식
C(C1C=C(NC2N=C(NC3C=CC=C(C(O)=O)C=3)C(F)=CN=2)C=CC=1)(O)=O.C[O:29][C:30]([C:32]1[CH:37]=[CH:36][C:35]([NH:38][C:39]2[N:44]=[C:43]([NH:45][C:46]3[CH:51]=[CH:50][C:49]([C:52]([O:54]C)=[O:53])=[CH:48][CH:47]=3)[C:42]([F:56])=[CH:41][N:40]=2)=[CH:34][CH:33]=1)=[O:31].[OH-].[Na+]>>[C:30]([C:32]1[CH:37]=[CH:36][C:35]([NH:38][C:39]2[N:44]=[C:43]([NH:45][C:46]3[CH:51]=[CH:50][C:49]([C:52]([OH:54])=[O:53])=[CH:48][CH:47]=3)[C:42]([F:56])=[CH:41][N:40]=2)=[CH:34][CH:33]=1)([OH:31])=[O:29]

참가 물질

4

반응물 3

HCID 14798Sodium HydroxideHCID 10126258N2,N4-bis(3-carboxyphenyl)-5-fluoro-2,4-pyrimidinediamineHCID 15604085N2,N4-bis(4-methoxycarbonylphenyl)-5-fluoro-2,4-pyrimidinediamine

생성물 1

HCID 22060467N2,N4-bis(4-carboxyphenyl)-5-fluoro-2,4-pyrimidinediamine수율 59.7%

실험 절차

In a manner analogous to the preparation of N2,N4-bis(3-carboxyphenyl)-5-fluoro-2,4-pyrimidinediamine, N2,N4-bis(4-methoxycarbonylphenyl)-5-fluoro-2,4-pyrimidinediamine (100 mg, 0.25 mmol) and NaOH (200 mg, 5 mmol) gave N2,N4-bis(4-carboxyphenyl)-5-fluoro-2,4-pyrimidinediamine (55 mg, 59%) as a white solid. 1H NMR (CD3OD): δ 7.77 (d, J=8.7 Hz, 2H), 7.92 (d, J=8.7 Hz, 2H), 7.94 (d, J=8.4 Hz, 2H), 8.02 (d, J=8.7 Hz, 2H), 8.07 (d, J=3.6 Hz, 1H); LCMS: ret. time: 16.34 min.; purity: 100%; MS (m/e): 368.87 (MH+).

출처 및 근거

ORD 기록
ord-0d3ff3db5b5a4e95adf14a69f6286afb
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08748597B2

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