Trifluoroacetic acid methylene chloride → Trifluoroacetic acid

HRID 1363239ノート

反応式

HRID 1363239 の反応式
C([N:5]([C:9]1[CH:14]=[CH:13][C:12]([F:15])=[CH:11][C:10]=1[NH:16][C:17]1[N:22]=[C:21]([S:23][C:24]#[N:25])[C:20]([N+:26]([O-:28])=[O:27])=[CH:19][N:18]=1)C(=O)O)(C)(C)C.FC1C=CC2N=CN(C3N=C(SC#N)C([N+]([O-])=O)=CN=3)C=2C=1.[C:51]([OH:57])([C:53]([F:56])([F:55])[F:54])=[O:52].C(Cl)Cl>>[F:15][C:12]1[CH:11]=[C:10]([NH:16][C:17]2[N:22]=[C:21]([S:23][C:24]#[N:25])[C:20]([N+:26]([O-:28])=[O:27])=[CH:19][N:18]=2)[C:9]([NH2:5])=[CH:14][CH:13]=1.[C:51]([OH:57])([C:53]([F:56])([F:55])[F:54])=[O:52]

参加物

4

反応物 2

HCID 21863450Trifluoroacetic acid methylene chlorideHCID 866248536-Fluoro-1-(5-nitro-4-thiocyanatopyrimidin-2-yl)-1H-benzo[d]imidazole tert-Butyl 4-fluoro-2-(5-nitro-4-thiocyanatopyrimidin-2-ylamino)phenylcarbamate

生成物 2

HCID 6422Trifluoroacetic acidHCID 598463355-fluoro-N1-(5-nitro-4-thiocyanatopyrimidin-2-yl)benzene-1,2-diamine

実験手順

6-Fluoro-1-(5-nitro-4-thiocyanatopyrimidin-2-yl)-1H-benzo[d]imidazole tert-Butyl 4-fluoro-2-(5-nitro-4-thiocyanatopyrimidin-2-ylamino)phenylcarbamate (4.06 g) was dissolved in 30% TFA/DCM (50 mL) and stirred until no starting material remained (90 min). The reaction solvents were removed, to yield crude 5-fluoro-N1-(5-nitro-4-thiocyanatopyrimidin-2-yl)benzene-1,2-diamine (MH+=306) as a TFA salt that was used immediately as such in the next step. Trimethyl ortho formate (15 mL) and MeOH (100 mL) were added to the above diamine and the solution was stirred for 16 hrs. The resulting orange ppt was collected via filtration, washed with MeOH and dried under reduced pressure to yield the titled compound (2.62 g), 1H-NMR (400 MHz, d6-DMSO) δ 9.2 (s, 1H), 9.1 (s, 1H), 8.5 (dd, 1H), 7.8 (dd, 1H), 7.3 (dd, 1H) ppm; MH+=317.

後処理

  1. custom(90 min)
  2. customThe reaction solvents were removed

出典と根拠

ORDレコード
ord-2923a22a61b34b0e9c56fa9a56704059
出典データセット
uspto-grants-2011_02
特許番号
US07884109B2

反応ノート

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