Hydrochloric Acid → 2-chloro-9-methyl-6-((R)-3-methylmorpholin-4-yl)-9H-purine-8-carbaldehyde

HRID 1945692ノート

反応式

HRID 1945692 の反応式
[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH3:11])=[C:4]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][C@H:13]2[CH3:18])[N:3]=1.[Li+].C[Si]([N-][Si](C)(C)C)(C)C.CN([CH:32]=[O:33])C.Cl>C1COCC1>[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[C:7]([CH:32]=[O:33])[N:8]2[CH3:11])=[C:4]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][C@H:13]2[CH3:18])[N:3]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 6228DimethylformamideHCID 2733832Lithium HexamethyldisilazideHCID 59605958HCID 59605958、化合物

生成物 1

HCID 596059322-chloro-9-methyl-6-((R)-3-methylmorpholin-4-yl)-9H-purine-8-carbaldehyde

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 2-chloro-9-methyl-6-((R)-3-methylmorpholin-4-yl)-9H-purine (550 mg, 2.05 mmol) in THF (20 mL) at −78° C. was added LiHMDS (3.1 mL, 3.08 mmol, 1M solution in THF). The resulting mixture was allowed to stir for 45 min before the addition of DMF (800 μL, 10.33 mmol). The reaction mixture was warmed to r.t. over 1.5 h then poured onto 0.5M HCl. The resulting precipitate was collected by filtration and washed with H2O then Et2O affording the title compound as a yellow solid (406 mg, 67%). LCMS (method H): RT 3.35 min [M+H]+ 296.3

後処理

  1. filtrationThe resulting precipitate was collected by filtration
  2. washwashed with H2O
  3. customRT 3.35 min [M+H]+ 296.3

出典と根拠

ORDレコード
ord-1953801b50a449cf96cb50adc3bb85f2
出典データセット
uspto-grants-2013_03
特許番号
US08394796B2

反応ノート

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