Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) → HCID 25253070, compound

HRID 914177Notes

Reaction equation

HRID 914177 reaction equation
[CH:1]1([N:7]2[CH2:13][C:12]([F:16])([CH:14]=[CH2:15])[C:11](=[O:17])[N:10]([CH3:18])[C:9]3[CH:19]=[N:20][C:21]([NH:23][C:24]4[CH:32]=[CH:31][C:27]([C:28](O)=[O:29])=[CH:26][C:25]=4[O:33][CH3:34])=[N:22][C:8]2=3)C[CH2:5][CH2:4][CH2:3][CH2:2]1.CN(C(ON1N=[N:50][C:45]2[CH:46]=C[CH:48]=[N:49][C:44]1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.Cl.Cl.CN1CC(N)C1>>[CH:1]1([N:7]2[CH2:13][C:12]([F:16])([CH:14]=[CH2:15])[C:11](=[O:17])[N:10]([CH3:18])[C:9]3[CH:19]=[N:20][C:21]([NH:23][C:24]4[CH:32]=[CH:31][C:27]([C:28]([NH:50][CH:45]5[CH2:44][N:49]([CH3:48])[CH2:46]5)=[O:29])=[CH:26][C:25]=4[O:33][CH3:34])=[N:22][C:8]2=3)[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 447849011-Methylazetidin-3-amine dihydrochlorideHCID 67117825HCID 67117825, compound

Product 1

HCID 25253070HCID 25253070, compound

Procedure

The title compound was synthesized from 4-(9-cyclohexyl-7-fluoro-7-vinyl-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[5,4-b][1,4]diazepin-2-ylamino)-3-methoxybenzoic acid as described in the General procedure for amide bond synthesis using HATU and 1-methylazetidin-3-amine bis-hydrochloride. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.48-2.10 (m, 8H) 2.32 (br. s., 3H) 3.08 (t, J=6.82 Hz, 2H) 3.29 (br. s., 3H) 3.62 (t, J=6.95 Hz, 2H) 3.82 (m, 2H) 3.94 (br. s., 3H) 4.44 (m, 1H) 4.88 (m, 1H) 5.38 (d, J=12.13 Hz, 2H) 5.99 (m, 1H) 7.50 (br. s., 2H) 7.84 (br. s., 1H) 8.13 (br. s., 1H)) 8.31 (d, J=8.0 Hz, 1H) 8.65 (d, J=7.83 Hz, 1H). [M+H] calculated for C27H34FN7O3, 524. found 524.

Workup

  1. customas described in the General procedure for amide bond synthesis

Sources & evidence

ORD record
ord-4531cef87bf7412da166cf9f98d3cb17
Source dataset
uspto-grants-2011_09
Patent number
US08026234B2

Reaction notes

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