Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) → HCID 25253070, compound
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]1Participants
4
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, 8 H) 2.32 (br. s., 3 H) 3.08 (t, J=6.82 Hz, 2 H) 3.29 (br. s., 3 H) 3.62 (t, J=6.95 Hz, 2 H) 3.82 (m, 2 H) 3.94 (br. s., 3 H) 4.44 (m, 1 H) 4.88 (m, 1 H) 5.38 (d, J=12.13 Hz, 2 H) 5.99 (m, 1 H) 7.50 (br. s., 2 H) 7.84 (br. s., 1 H) 8.13 (br. s., 1 H)) 8.31 (d, J=8.0 Hz, 1 H) 8.65 (d, J=7.83 Hz, 1 H). [M+H] calculated for C27H34FN7O3, 524; found 524.
Workup
- customas described in the General procedure for amide bond synthesis
Sources & evidence
- ORD record
- ord-608d8cfb9ea24a8e82190354c8f7eee7
- Source dataset
- uspto-grants-2012_11
- Patent number
- US08318727B2
Reaction notes
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