Hydrochloric Acid → 2,4-Diamino-6-[2-(4-carboxyphenyl)prop-1-enyl]pyrido[2,3-d]pyrimidine

HRID 1494608ノート

反応式

HRID 1494608 の反応式
[NH2:1][C:2]1[N:3]=[C:4]([NH2:28])[C:5]2[CH:11]=[C:10]([CH:12]=[C:13]([C:15]3[CH:20]=[CH:19][C:18]([C:21]([O:23]C(C)(C)C)=[O:22])=[CH:17][CH:16]=3)[CH3:14])[CH:9]=[N:8][C:6]=2[N:7]=1.Cl>[N+](C)([O-])=O>[NH2:1][C:2]1[N:3]=[C:4]([NH2:28])[C:5]2[CH:11]=[C:10]([CH:12]=[C:13]([C:15]3[CH:20]=[CH:19][C:18]([C:21]([OH:23])=[O:22])=[CH:17][CH:16]=3)[CH3:14])[CH:9]=[N:8][C:6]=2[N:7]=1

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 541812782,4-Diamino-6-[2-(4-tert-butoxycarbonylphenyl)prop-1-enyl]pyrido[2,3-d]pyrimidine

生成物 1

HCID 538775492,4-Diamino-6-[2-(4-carboxyphenyl)prop-1-enyl]pyrido[2,3-d]pyrimidine収率 100%

試薬・触媒・溶媒 1

HCID 6375Nitromethane溶媒

反応条件

温度
0 °C

実験手順

A suspension containing 4.58 g of 2,4-diamino-6-[2-(4-tert-butoxycarbonylphenyl)prop-1-enyl]pyrido[2,3-d]pyrimidine in 200 mL of a saturated solution of hydrogen chloride gas in nitromethane was stirred at 0° C. for 1 hour, and then at room temperature for 3 hours. After dilution with ether, the reaction mixture was filtered and the collected solid was washed successively with water, methanol, and acetone and then dried under reduced pressure to give 3.90 g (100%) of 2,4-diamino-6-[2-(4-carboxyphenyl)prop-1-enyl]pyrido[2,3-d]pyrimidine. NMR (DMSO-d6, 80 MHz) d 2.31(brs, 3H), 6.77 and 7.07 (brs, 1H), 7.74(d, 2H, J=8.5 Hz), 7.98(d, 2H, J=8.5 Hz), 8.26, (d, 1H, J=2.0 Hz), 8.74(d, 1H, J=2.0 Hz).

後処理

  1. waitat room temperature for 3 hours
  2. filtrationAfter dilution with ether, the reaction mixture was filtered
  3. washthe collected solid was washed successively with water, methanol, and acetone
  4. customdried under reduced pressure

出典と根拠

ORDレコード
ord-9269a1071a0e4b25818d88ab25986a7f
出典データセット
uspto-grants-1991_06
特許番号
US05026851

反応ノート

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