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

HRID 1788706ノート

反応式

HRID 1788706 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-213276de92dc49d8b39311708cbdc79a
出典データセット
uspto-grants-1987_08
特許番号
US04684653

反応ノート

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