(R)-(-)-2-Amino-1-propanol → 2-[[(2,3-Difluorophenyl)methyl]thio]4-[[(1R)-2-hydroxy-1-methylethyl]amino]-7(8H)-pteridinone

HRID 1814240ノート

反応式

HRID 1814240 の反応式
[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:9][S:10][C:11]1[N:20]=[C:19](SCC2C=CC=C(F)C=2F)[C:18]2[N:17]=[CH:16][C:15](=[O:31])[NH:14][C:13]=2[N:12]=1.[NH2:32][C@@H:33]([CH2:35][OH:36])[CH3:34]>>[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:9][S:10][C:11]1[N:20]=[C:19]([NH:32][C@H:33]([CH3:34])[CH2:35][OH:36])[C:18]2[N:17]=[CH:16][C:15](=[O:31])[NH:14][C:13]=2[N:12]=1

参加物

3

反応物 2

HCID 80308(R)-(-)-2-Amino-1-propanolHCID 225060122,4-Bis[[(2,3-difluorophenyl)methyl]thio]-7(8h)-pteridinone

生成物 1

HCID 444550142-[[(2,3-Difluorophenyl)methyl]thio]4-[[(1R)-2-hydroxy-1-methylethyl]amino]-7(8H)-pteridinone収率 11.7%

実験手順

The product of example 2, step (g) (2.3 g) and D-alaninol (5 g) were microwaved at 150° C. for 5 min. The resulting solution was partitioned between ethyl acetate and aqueous ammonium chloride and the organic layer was washed with ammonium chloride (2×50 ml). The organic layer was evaporated to dryness and purified twice by silica gel chromatography using first 20:1 DCM:methanol and then 1:1 DCM:ethyl acetate to yield the titled compound (220 mg).

後処理

  1. customThe resulting solution was partitioned between ethyl acetate and aqueous ammonium chloride
  2. washthe organic layer was washed with ammonium chloride (2×50 ml)
  3. customThe organic layer was evaporated to dryness
  4. custompurified twice by silica gel chromatography

出典と根拠

ORDレコード
ord-6d9d47de6ef84e8da81b6902b1f511f6
出典データセット
uspto-grants-2005_04
特許番号
US06875868B2

反応ノート

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