Cenisertib → Ammonia methanol

HRID 252019

反応式

HRID 252019 の反応式
[NH2:1][C:2]([C@H]1[C@H]2C[C@H](C=C2)[C@H]1[NH:11][C:12]1[C:17](F)=[CH:16][N:15]=[C:14]([NH:19]C2C=CC(N3CCN(C)CC3)=C(C)C=2)[N:13]=1)=[O:3]>CO>[NH3:1].[CH3:2][OH:3].[NH2:19][C:14]1[N:13]=[C:12]([NH2:11])[CH:17]=[CH:16][N:15]=1

参加物

4

反応物 1

HCID 11569967Cenisertib

生成物 2

HCID 674312,4-DiaminopyrimidineHCID 21705897Ammonia methanol収率 2%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
100 °C

実験手順

A sealed tube charged with enantiomerically pure mono-SNAr product 57a (2.25 g, 8 mmol), aniline 7 (1.80 g, 8.8 mmol), TEA (1.12 mL) and methanol (18 mL) was stirred at 100° C. for 24 hours. The resulting viscous but homogeneous solution was concentrated and the residue was chromatographed (silica gel, CH2Cl2 then 2-5% 2N NH3/MeOH in CH2Cl2) to afford the expected 2,4-diaminopyrimidine derivative 60a (2.28 g, 63%; purity: 95% AUC; enantiomeric purity; greater than 99% as determined by chiral HPLC. The chiral analytical data, 1H NMR and LCMS analyses were found to be identical with the enantiomer designated E1; [α]DRI+44.4° (c 1.0, MeOH).

後処理

  1. concentrationThe resulting viscous but homogeneous solution was concentrated
  2. customthe residue was chromatographed (silica gel, CH2Cl2

出典と根拠

ORDレコード
ord-0085a8e6da25410ab46fc77e86ab5e2a
出典データセット
uspto-grants-2011_01
特許番号
US07868013B2

関連ノート

読み込み中…