Trimethyl Phosphate → 5-(4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2-oxo-2H-chromen-8-yloxy)pentyl dihydrogen phosphate

HRID 20719

反応式

HRID 20719 の反応式
P(Cl)(Cl)(Cl)=O.[Cl:6][C:7]1[CH:8]=[N:9][CH:10]=[C:11]([Cl:34])[C:12]=1[NH:13][C:14]1[C:23]2[C:18](=[C:19]([O:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][OH:32])[C:20]([O:24][CH3:25])=[CH:21][CH:22]=2)[O:17][C:16](=[O:33])[CH:15]=1.[P:35](OC)([O:39]C)([O:37]C)=[O:36]>O>[P:35]([OH:39])([OH:37])([O:32][CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][O:26][C:19]1[C:20]([O:24][CH3:25])=[CH:21][CH:22]=[C:23]2[C:18]=1[O:17][C:16](=[O:33])[CH:15]=[C:14]2[NH:13][C:12]1[C:11]([Cl:34])=[CH:10][N:9]=[CH:8][C:7]=1[Cl:6])=[O:36]

参加物

5

反応物 3

HCID 10541Trimethyl PhosphateHCID 24813Phosphorus oxychlorideHCID 248498904-(3,5-Dichloropyridin-4-ylamino)-8-(5-hydroxypentyloxy)-7-methoxy-2H-chromen-2-one

生成物 1

HCID 593479625-(4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2-oxo-2H-chromen-8-yloxy)pentyl dihydrogen phosphate

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Phosphoryl trichloride (69.4 mg, 0.46 mmol) was added to a solution of 4-(3,5-dichloropyridin-4-ylamino)-8-(5-hydroxypentyloxy)-7-methoxy-2H-chromen-2-one (100 mg, 0.22 mmol, Example 72) and trimethyl phosphate (2 mL). After 1 h at rt, water (0.5 mL) was added, and the reaction was stirred for an additional 2 h. The solution was directly purified by reverse-phase HPLC to give 5-(4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2-oxo-2H-chromen-8-yloxy)pentyl dihydrogen phosphate: 1H NMR (400 MHz, DMSO-d6): δ 10.88 (br, 2H), 9.52 (s, 1H), 8.81 (s, 2H), 7.94 (d, 1H), 7.20 (d, 1H), 4.64 (s, 1H), 3.98 (t, 2H), 3.92 (s, 3H), 3.82 (m, 2H), 1.70 (m, 2H), 1.62 (m, 2H), 1.51 (m, 2H); MS (ESI): 518.9.

後処理

  1. customThe solution was directly purified by reverse-phase HPLC

出典と根拠

ORDレコード
ord-5441e3d0b83b413cb59a7570be04cb50
出典データセット
uspto-grants-2010_06
特許番号
US07745646B2

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