1-Methoxy-2-propanol → HCID 66710970、化合物

HRID 1262017ノート

反応式

HRID 1262017 の反応式
CS([C:4]1[N:9]=[CH:8][C:7]2=[CH:10][CH:11]=[C:12]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[O:19][CH3:20])[N:6]2[N:5]=1)=O.C(N(CC)C(C)C)(C)C.[NH2:30][C:31]1[CH:32]=[CH:33][C:34]2[O:45][C:38]3([CH2:43][CH2:42][N:41]([CH3:44])[CH2:40][CH2:39]3)[CH:37]=[CH:36][C:35]=2[CH:46]=1.COCC(O)C>>[CH3:20][O:19][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[C:12]1[N:6]2[C:7]([CH:8]=[N:9][C:4]([CH:42]3[CH2:43][C:38]4([CH:37]=[CH:36][C:35]5[CH:46]=[C:31]([NH2:30])[CH:32]=[CH:33][C:34]=5[O:45]4)[CH2:39][CH2:40][N:41]3[CH3:44])=[N:5]2)=[CH:10][CH:11]=1

参加物

5

反応物 4

HCID 79001-Methoxy-2-propanolHCID 81531DiisopropylethylamineHCID 574160981'-Methylspiro[1-benzopyran-2,4'-piperidin]-6-amineHCID 667107912-Methanesulfinyl-7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazine

生成物 1

HCID 66710970HCID 66710970、化合物収率 12.8%

実験手順

2-Methanesulfinyl-7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazine (87.49 mg, 0.0003045 mol), N,N-Diisopropylethylamine (0.175 mL, 0.00100 mol) and 6-amino-1′-methyl-spiro(2H-1-benzopyran-2,4′-piperidine) (0.141 g, 0.000609 mol) were dissolved in 1-Methoxy-2-propanol (0.350 mL, 0.00358 mol) and the reaction was irradiated at 300 watts, 180° C. for 40 minutes or until HPLC showed consumption of starting material. The reaction mixture was then reduced en vacuo and the product was isolated and purified by Gilson prep HPLC to afford 17.67 mg of 7-(2-methoxy-phenyl)-pyrrolo(2,1-f)(1,2,4)triazin-2-yl-6-amino-1′-methyl-spiro(2H-1-benzopyran-2,4′-piperidine) as a lyophilized powder. (M+H)=456.1. 1H NMR (400 MHz, DMSO, d6) δ 9.19 (s, 1H), 8.91 (s, 1H), 7.81 (d, 1H, J=7.24 Hz), 7.57 (m, 1H), 7.45 (m, 1H), 7.34 (m, 1H), 7.21 (m, 1H), 7.11 (m, 1H), 6.90 (d, 2H, J=7.65 Hz), 6.70 (d, 1H, J=8.56 Hz), 3.79 (s, 3H), 3.33 (m, 2H), 3.18 (m, 2H), 2.83 (m, 3H), 2.62 (m, 2H), 1.92 (m, 2H), 1.79 (m, 4H).

後処理

  1. customthe reaction was irradiated at 300 watts, 180° C. for 40 minutes or until HPLC
  2. customconsumption of starting material
  3. customthe product was isolated
  4. custompurified by Gilson prep HPLC

出典と根拠

ORDレコード
ord-095df70c94034356a29fed6542fa29fb
出典データセット
uspto-grants-2013_06
特許番号
US08471005B2

反応ノート

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