Acetate → 1-{4-[7-(2-cyclopropyl-1H-imidazo[4,5-b]pyridin-6-yl)-2,3-dihydro-1,4-benzoxazepin-4(5H)-yl]-6,6-dimethyl-5,6,7,8-tetrahydroquinazolin-2-yl}-N,N-dimethylmethanamine

HRID 241161Notes

Reaction equation

HRID 241161 reaction equation
C([O-])(=O)C.[CH:5]1([C:8]2[N:9](C(OCC(C)C)=O)[C:10]3[C:11]([N:27]=2)=[N:12][CH:13]=[C:14]([C:16]2[CH:17]=[CH:18][C:19]4[O:25][CH2:24][CH2:23][NH:22][CH2:21][C:20]=4[CH:26]=2)[CH:15]=3)[CH2:7][CH2:6]1.Cl[C:36]1[C:45]2[CH2:44][C:43]([CH3:47])([CH3:46])[CH2:42][CH2:41][C:40]=2[N:39]=[C:38]([CH2:48][N:49]([CH3:51])[CH3:50])[N:37]=1>>[CH:5]1([C:8]2[NH:9][C:10]3[C:11]([N:27]=2)=[N:12][CH:13]=[C:14]([C:16]2[CH:17]=[CH:18][C:19]4[O:25][CH2:24][CH2:23][N:22]([C:36]5[C:45]6[CH2:44][C:43]([CH3:46])([CH3:47])[CH2:42][CH2:41][C:40]=6[N:39]=[C:38]([CH2:48][N:49]([CH3:51])[CH3:50])[N:37]=5)[CH2:21][C:20]=4[CH:26]=2)[CH:15]=3)[CH2:7][CH2:6]1

Participants

4

Reactant 3

HCID 175AcetateHCID 687773092-methylpropyl 2-cyclopropyl-6-(2,3,4,5-tetrahydro-1,4-benzoxazepin-7-yl)-1H-imidazo[4,5-b]pyridine-1-carboxylateHCID 866478181-(4-chloro-6,6-dimethyl-5,6,7,8-tetrahydroquinazolin-2-yl)-N,N-dimethylmethanamine

Product 1

HCID 595865781-{4-[7-(2-cyclopropyl-1H-imidazo[4,5-b]pyridin-6-yl)-2,3-dihydro-1,4-benzoxazepin-4(5H)-yl]-6,6-dimethyl-5,6,7,8-tetrahydroquinazolin-2-yl}-N,N-dimethylmethanamine

Procedure

Prepared as acetate according to the method of example 6 by using 2-methylpropyl 2-cyclopropyl-6-(2,3,4,5-tetrahydro-1,4-benzoxazepin-7-yl)-1H-imidazo[4,5-b]pyridine-1-carboxylate (reagent preparation 19) in step 1 and 1-(4-chloro-6,6-dimethyl-5,6,7,8-tetrahydroquinazolin-2-yl)-N,N-dimethylmethanamine (reagent preparation 17) in step 3. 1H NMR (400 MHz, d6-DMSO): 8.49 (s, 1H), 7.98 (s, 1H), 7.68 (d, 1H), 7.51 (dd, 1H), 7.01 (d, 1H), 4.63 (s, 2H), 4.30 (m, 2H), 3.85 (m, 2H), 2.68 (m, 2H), 2.44 (s, 2H), 2.14 (m, 1H), 2.10 (s, 6H), 1.88 (s, 2H), 1.59 (m, 2H), 1.10 (m, 4H), 0.85 (s, 6H). MS (EI) for C31H37N7O: 524 (MH+).

Sources & evidence

ORD record
ord-09f9e0c8b903445e85db38534b73474a
Source dataset
uspto-grants-2014_02
Patent number
US08648066B2

Reaction notes

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