Isopropylamine → HCID 59212716, compound

HRID 1806582Notes

Reaction equation

HRID 1806582 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[N:9]1[C:14]2[N:15]=[C:16](SC)[N:17]=[C:18]([C:19]3[CH:20]=[C:21]([CH:25]=[CH:26][C:27]=3[CH3:28])[C:22](O)=[O:23])[C:13]=2[CH:12]=[CH:11][C:10]1=[O:31].[CH3:32][CH:33]([NH2:35])[CH3:34].[CH3:36][N:37]([CH3:42])[CH2:38][CH2:39][NH:40][CH3:41]>>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[N:9]1[C:14]2[N:15]=[C:16]([N:40]([CH2:39][CH2:38][N:37]([CH3:42])[CH3:36])[CH3:41])[N:17]=[C:18]([C:19]3[CH:20]=[C:21]([CH:25]=[CH:26][C:27]=3[CH3:28])[C:22]([NH:35][CH:33]([CH3:34])[CH3:32])=[O:23])[C:13]=2[CH:12]=[CH:11][C:10]1=[O:31]

Participants

4

Reactant 3

HCID 6363IsopropylamineHCID 673381,2-Ethanediamine, N1,N1,N2-trimethyl-HCID 575305303-[8-(2,6-Difluorophenyl)-2-(methylthio)-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-4-yl]-4-methylbenzoic acid

Product 1

HCID 59212716HCID 59212716, compound

Procedure

The title compound was prepared from 3-[8-(2,6-difluorophenyl)-2-(methylthio)-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-4-yl]-4-methylbenzoic acid by following the procedures in Example 19 using 2-propanamine for the amide formation and N,N,N′-trimethyl-1,2-ethanediamine for the displacement reaction. LC-MS (ES) m/z 534 (M+H)+; 1H-NMR (MeOD) δ 1.27 (d, 6H), 2.08 (m, 3H), 2.23 (m, 3H), 2.32 (s, 3H), 2.38 (m, 1H), 2.52 (m, 1H), 2.90 (s, 1H), 3.21 (s, 2H), 3.50 (m, 1H), 3.83 (m, 1H), 4.23 (m, 1H), 6.36 (d, 1H), 7.27 (t, 2H), 7.48 (d, 1H), 7.52 (d, 1H), 7.62 (m, 1H), 7.79 (s, 1H), 7.93 (d, 1H).

Workup

  1. customfor the displacement reaction

Sources & evidence

ORD record
ord-b66316a101ab40a099b667bc68fabc71
Source dataset
uspto-grants-2013_01
Patent number
US08354416B2

Reaction notes

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