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 551105노트

반응식

HRID 551105 반응식
[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

참가 물질

7

반응물 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)acetate2회HCID 67174155(S)-5-Amino-6-nitro-1,3-dihydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-one2회

생성물 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

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 6228Dimethylformamide용매

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온도
60 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b2e14a3f612440a3a82b8b71086356db
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07947677B2

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