Tetrafluoro-m-phenylenediamine dihydrochloride → HCID 59586448, compound
Reaction equation
C1(N)C(F)=C(F)C(F)=C(N)C=1F.Cl.Cl.[CH2:15]([C@@H:17]1[CH2:26][C:25]2[N:24]=[CH:23][N:22]=[C:21]([N:27]3[CH2:33][C:32]4[CH:34]=[C:35](B(O)O)[CH:36]=[CH:37][C:31]=4[O:30][CH2:29][CH2:28]3)[C:20]=2[CH2:19][CH2:18]1)[CH3:16].[NH2:41][C:42]1[C:47]([S:48]([N:51]2[CH2:55][CH2:54][C:53]([NH:57]C(=O)OC(C)(C)C)([CH3:56])[CH2:52]2)(=[O:50])=[O:49])=[CH:46][C:45](Br)=[CH:44][N:43]=1>>[NH2:57][C:53]1([CH3:56])[CH2:54][CH2:55][N:51]([S:48]([C:47]2[C:42]([NH2:41])=[N:43][CH:44]=[C:45]([C:35]3[CH:36]=[CH:37][C:31]4[O:30][CH2:29][CH2:28][N:27]([C:21]5[C:20]6[CH2:19][CH2:18][C@H:17]([CH2:15][CH3:16])[CH2:26][C:25]=6[N:24]=[CH:23][N:22]=5)[CH2:33][C:32]=4[CH:34]=3)[CH:46]=2)(=[O:49])=[O:50])[CH2:52]1Participants
4
Reactant 3
Product 1
Procedure
Prepared as dihydrochloride salt according to the method of example 5 by using {4-[(7S)-7-ethyl-5,6,7,8-tetrahydroquinazolin-4-yl]-2,3,4,5-tetrahydro-1,4-benzoxazepin-7-yl}boronic acid (reagent preparation 23) and tert-butyl 1-(2-amino-5-bromopyridin-3-ylsulfonyl)-3-methylpyrrolidin-3-ylcarbamate (reagent preparation 25) in step 1 followed by Boc deprotection. 1H NMR (400 MHz, methanol-d4): 8.50 (m, 3H), 7.70 (s, 1H), 7.50 (d, 1H), 7.07 (d, 1H), 5.23 (d, 1H), 5.13 (d, 1H), 4.57 (m, 1H), 4.46 (m, 1H), 4.35 (m, 1H), 4.21 (m, 1H), 3.70 (m, 3H), 3.55 (m, 1H), 3.45 (m, 1H), 2.98 (m, 2H), 2.73 (m, 1H), 2.41 (m, 1H), 2.19 (m, 2H), 2.05 (m, 1H), 1.82 (m, 1H), 1.48 (m, 4H), 1.24 (m, 1H), 1.02 (t, 3H); MS (EI) for C29H37N7O3S: 564 (MH+).
Sources & evidence
- ORD record
- ord-a8929f1eab6e40fc91a9aa028072b9ad
- Source dataset
- uspto-grants-2014_02
- Patent number
- US08648066B2
Reaction notes
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