Diisopropylethylamine → 1-[(2'-Oxo-1',2',5,7-tetrahydro-1H-spiro[indeno[5,6-d]imidazole-6,3'-pyrrolo[2,3-b]pyridin]-2-yl)methyl]-4H-imidazo[1,5,4-de]quinoxaline-2,5(1H,6H)-dione

HRID 551105ノート

反応式

HRID 551105 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]2[C:17](=[CH:18][C:19]=1[N+:20]([O-])=O)[CH2:16][C@:6]1([C:14]3[C:9](=[N:10][CH:11]=[CH:12][CH:13]=3)[NH:8][C:7]1=[O:15])[CH2:5]2.[O:23]=[C:24]1[N:28]2[CH2:29][C:30](=[O:36])[NH:31][C:32]3[CH:33]=[CH:34][CH:35]=[C:26]([C:27]=32)[N:25]1[CH2:37][C:38]([O-])=O.[Na+].F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.C(N(CC)C(C)C)(C)C>CN(C=O)C.CC(O)=O>[O:15]=[C:7]1[NH:8][C:9]2=[N:10][CH:11]=[CH:12][CH:13]=[C:14]2[C:6]21[CH2:5][C:4]1[C:17](=[CH:18][C:19]3[N:20]=[C:38]([CH2:37][N:25]4[C:26]5[C:27]6[N:28]([CH2:29][C:30](=[O:36])[NH:31][C:32]=6[CH:33]=[CH:34][CH:35]=5)[C:24]4=[O:23])[NH:1][C:2]=3[CH:3]=1)[CH2:16]2

参加物

7

反応物 4

HCID 81531DiisopropylethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 66636782Sodium (2,5-dioxo-5,6-dihydro-4H-imidazo[1,5,4-de]quinoxalin-1(2H)-yl)acetate2 回HCID 67174155(S)-5-Amino-6-nitro-1,3-dihydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-one2 回

生成物 1

HCID 235819531-[(2'-Oxo-1',2',5,7-tetrahydro-1H-spiro[indeno[5,6-d]imidazole-6,3'-pyrrolo[2,3-b]pyridin]-2-yl)methyl]-4H-imidazo[1,5,4-de]quinoxaline-2,5(1H,6H)-dione

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
60 °C

実験手順

A mixture of 5,6-diamino-1,3-dihydrospiro[indene-2,3′-pyrrolo[2,3-b]pyridin]-2′(1′H)-one (30 mg, 0.11 mmol, described in Intermediate 13), sodium (2,5-dioxo-5,6-dihydro-4H-imidazo[1,5,4-de]quinoxalin-1(2H)-yl)acetate (27 mg, 0.10 mmol, described in Intermediate 26), BOP (50 mg, 0.11 mmol), and N,N-diisopropylethylamine (0.019 mL, 0.11 mmol) was stirred in DMF (0.4 mL) at ambient temperature for 2 h, then AcOH (0.4 mL) was added and the resulting mixture was heated to 60° C. for 18 h. The mixture was allowed to cool and the precipitate was isolated by filtration. This solid was washed with H2O, then MeOH, then CH2Cl2, then dried in vacuo to give the title compound. MS: m/z=478 (M+1). HRMS: m/z=478.1606; calculated m/z=478.1622 for C26H20N7O3.

後処理

  1. temperatureto cool
  2. customthe precipitate was isolated by filtration
  3. washThis solid was washed with H2O
  4. dry with materialMeOH, then CH2Cl2, then dried in vacuo

出典と根拠

ORDレコード
ord-b2e14a3f612440a3a82b8b71086356db
出典データセット
uspto-grants-2011_05
特許番号
US07947677B2

反応ノート

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