Diisopropylethylamine → 4'-Fluoro-biphenyl-4-carboxylic acid {2-[(2-dimethylamino-ethyl)-methyl-amino]-benzothiazol-6-yl}-amide

HRID 1174908

반응식

HRID 1174908 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:16]=[CH:15][C:11]([C:12]([OH:14])=O)=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[CH3:41][N:42]([CH3:57])[CH2:43][CH2:44][N:45]([CH3:56])[C:46]1[S:47][C:48]2[CH:54]=[C:53]([NH2:55])[CH:52]=[CH:51][C:49]=2[N:50]=1.CCN(C(C)C)C(C)C>C(Cl)Cl.CO>[CH3:41][N:42]([CH3:57])[CH2:43][CH2:44][N:45]([CH3:56])[C:46]1[S:47][C:48]2[CH:54]=[C:53]([NH:55][C:12]([C:11]3[CH:10]=[CH:9][C:8]([C:5]4[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=4)=[CH:16][CH:15]=3)=[O:14])[CH:52]=[CH:51][C:49]=2[N:50]=1

참가 물질

7

반응물 4

HCID 81531DiisopropylethylamineHCID 27826894-(4-Fluorophenyl)benzoic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 55226563N2-(2-Dimethylamino-ethyl)-N2-methyl-benzothiazole-2,6-diamine

생성물 1

HCID 115975424'-Fluoro-biphenyl-4-carboxylic acid {2-[(2-dimethylamino-ethyl)-methyl-amino]-benzothiazol-6-yl}-amide수율 60%

시약·촉매·용매 2

HCID 887Methanol용매HCID 6344Dichloromethane용매

실험 절차

Prepare according to Method A, using 4-(4-fluorophenyl)benzoic acid (572 mg, 2.65 mmol), HATU (1.06 g, 2.79 mmol), N2-(2-dimethylamino-ethyl)-N2-methyl-benzothiazole-2,6-diamine (500 mg, 2.00 mmol), DIEA (1.15 mL, 6.60 mmol), and a chromatography gradient of MeOH in CH2Cl2 (7-17%) to afford the title compound (535 mg, 60%). mass spectrum (m/e): 449.0 [M+H]. 1H NMR (400 MHz, DMSO-d6): δ 10.29 (s, 1H), 8.26 (d, 1H, J=2.2 Hz), 8.06 (d, 2H, J=8.4 Hz), 7.84-7.78 (m, 4H), 7.57 (dd, 1H, J=8.8, 2.2 Hz), 7.41 (d, 1H, J=8.8 Hz), 7.34 (t, 2H, J=8.8 Hz), 3.61 (t, 2H, J=6.8 Hz), 3.14 (s, 3H), 2.52 (m, 2H), 2.20 (s, 6H).

후처리

  1. customPrepare

출처 및 근거

ORD 기록
ord-66b949c7edf14227a9ca2abc9e96de18
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07838543B2

연결된 노트

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