Hydrochloric Acid → 5-(4-fluoro-2,3-dihydro-1H-indol-5-yl)-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine dihydrochloride

HRID 1910043ノート

反応式

HRID 1910043 の反応式
[NH2:1][C:2]1[C:3]2[C:10]([C:11]3[C:12]([F:27])=[C:13]4[C:17](=[CH:18][CH:19]=3)[N:16](C(OC(C)(C)C)=O)[CH2:15][CH2:14]4)=[CH:9][N:8]([CH3:28])[C:4]=2[N:5]=[CH:6][N:7]=1.[ClH:29]>>[ClH:29].[ClH:29].[F:27][C:12]1[C:11]([C:10]2[C:3]3[C:2]([NH2:1])=[N:7][CH:6]=[N:5][C:4]=3[N:8]([CH3:28])[CH:9]=2)=[CH:19][CH:18]=[C:17]2[C:13]=1[CH2:14][CH2:15][NH:16]2

参加物

3

反応物 2

HCID 313Hydrochloric AcidHCID 668236891,1-dimethylethyl 5-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-4-fluoro-2,3-dihydro-1H-indole-1-carboxylate

生成物 1

HCID 668236155-(4-fluoro-2,3-dihydro-1H-indol-5-yl)-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine dihydrochloride収率 79%

実験手順

A suspension of 1,1-dimethylethyl 5-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-4-fluoro-2,3-dihydro-1H-indole-1-carboxylate (430 mg, 1.121 mmol) and HCl (4 M, dioxane) (10 mL, 329 mmol) was stirred at room temperature overnight. LCMS indicated the reaction was complete, so the reaction mixture was filtered and the residue washed with dioxane (10 mL) and dried at the pump for an hour to afford 5-(4-fluoro-2,3-dihydro-1H-indol-5-yl)-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine 2HCl (314 mg, 79% yield) as an off-white solid. LC-MS (ES) m/z=284 [M+H]+. 1H NMR (600 MHz, DMSO-d6) δ ppm 3.14 (t, J=7.93 Hz, 2H), 3.68 (t, J=7.90 Hz, 2H), 3.84 (s, 3H), 6.83 (br. s., 1H), 7.16 (t, J=6.99 Hz, 1H), 7.59 (s, 1H), 8.49 (s, 1H).

後処理

  1. filtrationwas filtered
  2. washthe residue washed with dioxane (10 mL)
  3. customdried at the pump for an hour

出典と根拠

ORDレコード
ord-6b97c28b030f47baa57b3c34869d2e0d
出典データセット
uspto-grants-2013_12
特許番号
US08598156B2

反応ノート

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