[4-(6,6-Dimethyl-5,6,7,8-tetrahydroquinazolin-4-yl)-2,3,4,5-tetrahydro-1,4-benzoxazepin-7-yl]boronic acid → HCID 59586632, compound

HRID 241127Notes

Reaction equation

HRID 241127 reaction equation
[NH2:1][C:2]1[C:7]([S:8]([NH:11][C@@H:12]2[CH2:16][CH2:15][N:14]([CH3:17])[CH2:13]2)(=[O:10])=[O:9])=[CH:6][C:5](Br)=[CH:4][N:3]=1.[CH3:19][C:20]1([CH3:44])[CH2:29][CH2:28][C:27]2[N:26]=[CH:25][N:24]=[C:23]([N:30]3[CH2:36][C:35]4[CH:37]=[C:38](B(O)O)[CH:39]=[CH:40][C:34]=4[O:33][CH2:32][CH2:31]3)[C:22]=2[CH2:21]1>>[NH2:1][C:2]1[C:7]([S:8]([NH:11][C@@H:12]2[CH2:16][CH2:15][N:14]([CH3:17])[CH2:13]2)(=[O:10])=[O:9])=[CH:6][C:5]([C:38]2[CH:39]=[CH:40][C:34]3[O:33][CH2:32][CH2:31][N:30]([C:23]4[C:22]5[CH2:21][C:20]([CH3:19])([CH3:44])[CH2:29][CH2:28][C:27]=5[N:26]=[CH:25][N:24]=4)[CH2:36][C:35]=3[CH:37]=2)=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 66820411[4-(6,6-Dimethyl-5,6,7,8-tetrahydroquinazolin-4-yl)-2,3,4,5-tetrahydro-1,4-benzoxazepin-7-yl]boronic acidHCID 68777268HCID 68777268, compound

Product 1

HCID 59586632HCID 59586632, compound

Procedure

Prepared according to the method of example 5 by using 2-amino-5-bromo-N-[(3R)-1-methylpyrrolidin-3-yl]pyridine-3-sulfonamide (reagent preparation 25) and [4-(6,6-dimethyl-5,6,7,8-tetrahydroquinazolin-4-yl)-2,3,4,5-tetrahydro-1,4-benzoxazepin-7-yl]boronic acid (reagent preparation 23) in step 1. 1H NMR (400 MHz, Methanol-d4): 8.45 (s, 1H), 8.34 (s, 1H), 8.17 (s, 1H), 7.50 (s, 1H), 7.42 (d, 1H), 7.04 (d, 1H), 4.71 (s, 2H), 4.33 (m, 2H), 3.96 (m, 2H), 3.84 (m, 1H), 2.94 (m, 1H), 2.83 to 2.69 (m, 4H), 2.61 (m, 1H), 2.47 (s, 2H), 2.45 (s, 3H), 1.74 to 1.65 (m, 3H), 0.91 (s, 6H); MS (EI) for C29H37N7O3S: 564 (MH+).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-04d9536916444942bbfe4ef07bd46746
Source dataset
uspto-grants-2014_02
Patent number
US08648066B2

Reaction notes

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