Trifluoroacetate → 7-(2-ethyl-1H-imidazo[4,5-b]pyridin-6-yl)-4-(2,6,6-trimethyl-5,6,7,8-tetrahydroquinazolin-4-yl)-2,3,4,5-tetrahydro-1,4-benzoxazepine

HRID 241152Notes

Reaction equation

HRID 241152 reaction equation
F[C:2](F)(F)[C:3]([O-])=O.Cl.[CH2:9]([C:11]1[N:12](C(OCC(C)C)=O)[C:13]2[C:14]([N:30]=1)=[N:15][CH:16]=[C:17]([C:19]1[CH:20]=[CH:21][C:22]3[O:28][CH2:27][CH2:26][NH:25][CH2:24][C:23]=3[CH:29]=1)[CH:18]=2)[CH3:10].Cl[C:39]1[C:48]2[CH2:47][C:46]([CH3:50])([CH3:49])[CH2:45][CH2:44][C:43]=2[N:42]=C[N:40]=1>>[CH2:9]([C:11]1[NH:12][C:13]2[C:14]([N:30]=1)=[N:15][CH:16]=[C:17]([C:19]1[CH:20]=[CH:21][C:22]3[O:28][CH2:27][CH2:26][N:25]([C:39]4[C:48]5[CH2:47][C:46]([CH3:50])([CH3:49])[CH2:45][CH2:44][C:43]=5[N:42]=[C:3]([CH3:2])[N:40]=4)[CH2:24][C:23]=3[CH:29]=1)[CH:18]=2)[CH3:10]

Participants

4

Reactant 3

HCID 84468TrifluoroacetateHCID 668202212-methylpropyl 2-ethyl-6-(2,3,4,5-tetrahydro-1,4-benzoxazepin-7-yl)-1H-imidazo[4,5-b]pyridine-1-carboxylate hydrochlorideHCID 866478114-Chloro-6,6-dimethyl-5,6,7,8-tetrahydroquinazoline

Product 1

HCID 595865337-(2-ethyl-1H-imidazo[4,5-b]pyridin-6-yl)-4-(2,6,6-trimethyl-5,6,7,8-tetrahydroquinazolin-4-yl)-2,3,4,5-tetrahydro-1,4-benzoxazepine

Procedure

Prepared as trifluoroacetate salt according to the method of example 6 by using 2-methylpropyl 2-ethyl-6-(2,3,4,5-tetrahydro-1,4-benzoxazepin-7-yl)-1H-imidazo[4,5-b]pyridine-1-carboxylate hydrochloride (reagent preparation 19) and 4-chloro-6,6-dimethyl-5,6,7,8-tetrahydroquinazolin (reagent preparation 8) in step 3. 1H NMR (400 MHz, methanol-d4): 8.67 (d, 1H), 8.19 (d, 1H), 7.76 (s, 1H), 7.57 (d, 1H), 7.09 (d, 1H), 5.13 (s, 2H), 4.45 (m, 2H), 4.31 (m, 2H), 3.09 (m, 2H), 2.81 (m, 2H), 2.57 (s, 2H), 2.50 (s, 3H), 1.68 (m, 2H), 1.48 (m, 3H), 0.94 (s, 6H); MS (EI) for C28H32N6O: 469 (MH+).

Sources & evidence

ORD record
ord-d5f9422884ee47a7ae52875f5021e8c6
Source dataset
uspto-grants-2014_02
Patent number
US08648066B2

Reaction notes

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