3-Aminopyridine → 3-Bromo-5-(pyridin-3-ylamino)-benzoic acid methyl ester

HRID 1784824

반응식

HRID 1784824 반응식
[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[C:8]([Br:10])[CH:7]=[C:6](Br)[CH:5]=1.[N:13]1[CH:18]=[CH:17][CH:16]=[C:15]([NH2:19])[CH:14]=1.COC(=O)C1C=C(NC2C=NC=CC=2)C=C(C2C=CC=C3C=2C=CN3)C=1>>[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:5]=[C:6]([NH:19][C:15]2[CH:14]=[N:13][CH:18]=[CH:17][CH:16]=2)[CH:7]=[C:8]([Br:10])[CH:9]=1

참가 물질

4

반응물 3

HCID 100093-AminopyridineHCID 621923Methyl 3,5-DibromobenzoateHCID 574709863-(1H-indol-4-yl)-5-(pyridin-3-ylamino)-benzoic acid methyl ester

생성물 1

HCID 574709853-Bromo-5-(pyridin-3-ylamino)-benzoic acid methyl ester

실험 절차

3-Bromo-5-(pyridin-3-ylamino)-benzoic acid methyl ester was prepared from 3,5-dibromo-benzoic acid methyl ester and pyridin-3-ylamine in low yield as described for Example 36, except that the reaction was run at 130° C. This material was converted to 3-(1H-indol-4-yl)-5-(pyridin-3-ylamino)-benzoic acid methyl ester by the method of Example 35. 1H NMR (400 MHz, CDCl3): δ 8.43 (d, J=14.4 Hz, 2H), 8.20 (s, 1H), 7.99 (s, 1H), 7.73 (s, 1H), 7.56 (s, 1H), 7.49 (d, J=8.2 Hz, 1H), 7.41 (d, J=8.0 Hz, 1H), 7.29-7.24 (m, 2H), 7.22-7.16 (m, 2H), 6.69 (s, 1H), 5.93 (s, 1H), 3.92 (s, 3H).

후처리

  1. customin low yield
  2. customwas run at 130° C

출처 및 근거

ORD 기록
ord-55a5b51c94a14dc0bcea4aac4ff00ba7
출처 데이터셋
uspto-grants-2009_03
특허 번호
US07504401B2

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