5-Amino-2-methylphenol → N-(3-Dimethylamino-phenyl)-4-(4-methoxy-phenylsulfanyl)-3-(pyrido[2,3-d]pyrimidin-4-ylamino)-benzamide

HRID 605287

반응식

HRID 605287 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([S:9][C:10]2[CH:18]=[CH:17][C:13]([C:14](Cl)=[O:15])=[CH:12][C:11]=2[NH:19][C:20]2[C:21]3[CH:29]=[CH:28][CH:27]=[N:26][C:22]=3[N:23]=[CH:24][N:25]=2)=[CH:5][CH:4]=1.[CH3:30][N:31]([CH3:39])[C:32]1[CH:37]=[CH:36][CH:35]=[C:34]([NH2:38])[CH:33]=1.NC1C=C(O)C(C)=CC=1.C(C1C=CC2C(NC3C=C(C=CC=3SC3C=CC(OC)=CC=3)C(Cl)=O)=NC=NC=2N=1)(C)C>CO>[CH3:30][N:31]([CH3:39])[C:32]1[CH:33]=[C:34]([NH:38][C:14](=[O:15])[C:13]2[CH:17]=[CH:18][C:10]([S:9][C:6]3[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=3)=[C:11]([NH:19][C:20]3[C:21]4[CH:29]=[CH:28][CH:27]=[N:26][C:22]=4[N:23]=[CH:24][N:25]=3)[CH:12]=2)[CH:35]=[CH:36][CH:37]=1

참가 물질

6

반응물 4

HCID 178185-Amino-2-methylphenolHCID 76084N,N-dimethyl-m-phenylenediamineHCID 866155503-(7-Isopropyl-pyrido[2,3-d]pyrimidin-4-ylamino)-4-(4-methoxy-phenylsulfanyl)-benzoyl chlorideHCID 866155614-(4-Methoxy-phenylsulfanyl)-3-(pyrido[2,3-d]pyrimidin-4-ylamino)-benzoyl chloride2회

생성물 1

HCID 67040446N-(3-Dimethylamino-phenyl)-4-(4-methoxy-phenylsulfanyl)-3-(pyrido[2,3-d]pyrimidin-4-ylamino)-benzamide

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

The product from Example 260B was reacted with N,N-dimethyl-1,3-phenylenediamine according to the procedure from Example 137C substituting N,N-dimethyl-1,3-phenylenediamine for 5-amino-o-cresol and substituting the product from Example 260B for the product from Example 137B to provide the title compound as an off white solid after trituration of the reaction product from methanol (45 mg, 52%). 1H NMR (300 MHz, DMSO-D6) δ ppm: 10.33 (s, 1 H), 9.99 (s, 1 H), 9.11 (dd, J=4.41, 1.84 Hz, 1 H), 8.96 (dd, J=8.46, 1.84 Hz, 1 H), 8.63 (s, 1 H), 8.01 (d, J=1.84 Hz, 1 H), 7.82 (dd, J=8.46, 1.84 Hz, 1 H), 7.70 (dd, J=8.09, 4.41 Hz, 1 H), 7.36-7.43 (m, 2 H), 7.10-7.20 (m, 3 H), 6.97-7.04 (m, 3 H), 6.48 (td, J=4.50, 2.39 Hz, 1 H), 3.77 (s, 3 H), 2.88 (s, 6 H); MS (ESI+) m/z 523.5 (M+H)−, (ESI−) m/z 521.2 (M−H)−.

출처 및 근거

ORD 기록
ord-ff6af424ed37488389c031e7017724a0
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07910595B2

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