1,2-Ethanediamine, N1,N1,N2-trimethyl- → HCID 22291687, 화합물

HRID 457322노트

반응식

HRID 457322 반응식
Cl[C:2]1[CH:3]=[C:4]([C:31]([Cl:34])=[CH:32][N:33]=1)[C:5]([NH:7][C:8]1[CH:30]=[CH:29][C:11]2[CH2:12][CH2:13][C:14]3[C:15]([C:26]([NH2:28])=[O:27])=[N:16][N:17]([C:19]4[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=4)[C:18]=3[C:10]=2[CH:9]=1)=[O:6].[CH3:35][N:36]([CH3:41])[CH2:37][CH2:38][NH:39][CH3:40]>>[Cl:34][C:31]1[C:4]([C:5]([NH:7][C:8]2[CH:30]=[CH:29][C:11]3[CH2:12][CH2:13][C:14]4[C:15]([C:26]([NH2:28])=[O:27])=[N:16][N:17]([C:19]5[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=5)[C:18]=4[C:10]=3[CH:9]=2)=[O:6])=[CH:3][C:2]([N:39]([CH2:38][CH2:37][N:36]([CH3:41])[CH3:35])[CH3:40])=[N:33][CH:32]=1

참가 물질

3

반응물 2

HCID 673381,2-Ethanediamine, N1,N1,N2-trimethyl-HCID 22291629HCID 22291629, 화합물

생성물 1

HCID 22291687HCID 22291687, 화합물수율 47.1%

실험 절차

The title compound was synthesized by the same procedure as in Example 214 starting with the title compound of Example 248 (0.8 g, 0.0016 mol) and N,N,N′-trimethylethylene diamine (3.3 g, 0.032 mol). The reaction was run at 100° C. for 24 h. After removal of the volatiles under vacuum, the residue was partitioned between water and CH2Cl2. The organic layer was washed an additional time with water and dried over MgSO4. The crude product mixture was purified by preparative HPLC to give 0.424 g of the title product, yield: 47%. 1H NMR (400 MHz, d6-DMSO): 2.13 (s, 6H), 2.34 (t, 2H, J=6.7 Hz), 2.87–2.95 (m, 4H), 2.96 (s, 3H), 3.59 (t, 2H, J=6.7 Hz), 6.58 (s, 1H), 7.2 (d, 1H, J=2 Hz), 7.27 (s, 1H), 7.29–7.37 (m, 3H), 7.41–7.44 (dd, 1H, J=8 Hz, 2 Hz), 7.53–7.58 (m, 3H), 8.13 (s, 1H), 10.36 (s, 1H). M+1=563.

후처리

  1. customAfter removal of the volatiles under vacuum
  2. customthe residue was partitioned between water and CH2Cl2
  3. washThe organic layer was washed an additional time with water
  4. dry with materialdried over MgSO4
  5. customThe crude product mixture was purified by preparative HPLC

출처 및 근거

ORD 기록
ord-bbc6c558a21745afa8dd19d7b9b4a419
출처 데이터셋
uspto-grants-2007_03
특허 번호
US07186743B2

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