Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) → HCID 178476967、化合物

HRID 1525232

反応式

HRID 1525232 の反応式
[OH:1][C:2]1[C:7]([C:8]([OH:10])=O)=[CH:6][N:5]=[C:4]([C:11]2[N:12]=[N:13][CH:14]=[CH:15][CH:16]=2)[N:3]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[NH2:41][CH:42]([C:57]1[CH:62]=[CH:61][CH:60]=[CH:59][CH:58]=1)[C:43]1[CH:48]=[CH:47][C:46]([P:49](=[O:56])([O:53][CH2:54][CH3:55])[O:50][CH2:51][CH3:52])=[CH:45][CH:44]=1>CC#N>[OH:1][C:2]1[C:7]([C:8]([NH:41][CH:42]([C:57]2[CH:58]=[CH:59][CH:60]=[CH:61][CH:62]=2)[C:43]2[CH:48]=[CH:47][C:46]([P:49](=[O:56])([O:50][CH2:51][CH3:52])[O:53][CH2:54][CH3:55])=[CH:45][CH:44]=2)=[O:10])=[CH:6][N:5]=[C:4]([C:11]2[N:12]=[N:13][CH:14]=[CH:15][CH:16]=2)[N:3]=1

参加物

5

反応物 3

HCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 89462707Diethyl 4-(amino(phenyl)methyl)phenylphosphonate2 回HCID 178524753HCID 178524753、化合物

生成物 1

HCID 178476967HCID 178476967、化合物

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

To a stirred suspension of 4-hydroxy-2-(pyridazin-3-yl)pyrimidine-5-carboxylic acid, 30-ie, (137 mg, 0.63 mmol) in MeCN (10 mL) was added HATU (357 mg, 0.94 mmol), TEA (190 mg, 1.88 mmol) and diethyl 4-(amino(phenyl)methyl)phenylphosphonate, 2-c, (200 mg, 0.63 mmol). The solution was stirred at room temperature for 1 h. The product was precipitated from ice water (50 mL, crush ice). The product was collected by vacuum filtration and dried in a vacuum to afford a syrup, which was purified by pre-HPLC to yield title crude, 8-5, product as pale yellow (100 mg, 31%) 1H NMR (300 MHz, DMSO-d6) δ1.19-1.24 (t, J=7.5 Hz, 6H), 3.96-4.01 (q, J=7.5 Hz, 4H), 6.34-6.36 (d, J=6.0 Hz, 1H), 7.37-7.70 (m, 11H), 7.70 (m, 1H), 8.50 (m, 2H), 9.494 (d, J=3.0 Hz, 1H), 10.52 (s, 1H); LC-MS: (M+H)+ 520.

後処理

  1. customThe product was precipitated from ice water (50 mL, crush ice)
  2. filtrationThe product was collected by vacuum filtration
  3. customdried in a vacuum
  4. customto afford a syrup, which
  5. customwas purified by pre-HPLC
  6. customto yield title crude, 8-5, product as pale yellow (100 mg, 31%) 1H NMR (300 MHz, DMSO-d6) δ1.19-1.24 (t, J=7.5 Hz, 6H), 3.96-4.01 (q, J=7.5 Hz, 4H), 6.34-6.36 (d, J=6.0 Hz, 1H), 7.37-7.70 (m, 11H), 7.70 (m, 1H), 8.50 (m, 2H), 9.494 (d, J=3.0 Hz, 1H), 10.52 (s, 1H)

出典と根拠

ORDレコード
ord-f62e461fa48c445db3afe913248779a1
出典データセット
uspto-grants-2015_07
特許番号
US09079930B2

関連ノート

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