Water → 6-(2-cyclopropyl-6-(4-(7-methoxy-2-oxo-4,5-dihydro-1H-benzo[d][1,3]diazepin-3(2H)-yl)piperidin-1-yl)pyrimidin-4-yloxy)-4-methylbenzo[d]oxazol-2(3H)-one

HRID 1846552Notes

Reaction equation

HRID 1846552 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[NH:12][C:11](=[O:13])[N:10]([CH:14]3[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]3)[CH2:9][CH2:8][C:7]=2[CH:20]=1.Cl[C:22]1[N:27]=[C:26]([CH:28]2[CH2:30][CH2:29]2)[N:25]=[C:24]([O:31][C:32]2[CH:41]=[C:40]([CH3:42])[C:35]3[NH:36][C:37](=[O:39])[O:38][C:34]=3[CH:33]=2)[CH:23]=1.CCN(C(C)C)C(C)C.O>CN(C=O)C>[CH:28]1([C:26]2[N:25]=[C:24]([O:31][C:32]3[CH:41]=[C:40]([CH3:42])[C:35]4[NH:36][C:37](=[O:39])[O:38][C:34]=4[CH:33]=3)[CH:23]=[C:22]([N:17]3[CH2:18][CH2:19][CH:14]([N:10]4[CH2:9][CH2:8][C:7]5[CH:20]=[C:3]([O:2][CH3:1])[CH:4]=[CH:5][C:6]=5[NH:12][C:11]4=[O:13])[CH2:15][CH2:16]3)[N:27]=2)[CH2:30][CH2:29]1

Participants

6

Reactant 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 183568527-methoxy-3-(piperidin-4-yl)-4,5-dihydro-1H-benzo[d][1,3]diazepin-2(3H)-oneHCID 866639166-(6-chloro-2-cyclopropylpyrimidin-4-yloxy)-4-methylbenzo[d]oxazol-2(3H)-one

Product 1

HCID 462448516-(2-cyclopropyl-6-(4-(7-methoxy-2-oxo-4,5-dihydro-1H-benzo[d][1,3]diazepin-3(2H)-yl)piperidin-1-yl)pyrimidin-4-yloxy)-4-methylbenzo[d]oxazol-2(3H)-one

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

39 mg (0.14 mmol) 7-methoxy-3-piperidin-4-yl-1,3,4,5-tetrahydro-1,3-benzodiazepin-2-one, 39 mg (0.12 mmol) 6-(6-chloro-2-cyclopropylpyrimidin-4-yloxy)-4-methylbenzo[d]oxazol-2(3H)-one and 0.10 mL (0.57 mmol) DIPEA in 1.0 mL DMF were stirred for 2 h at 90° C. The reaction mixture was mixed with water. The precipitate formed was suction filtered, washed and dried.

Workup

  1. customThe precipitate formed
  2. filtrationfiltered
  3. washwashed
  4. customdried

Sources & evidence

ORD record
ord-56861cd1f5224c10a15c14ff5ef6ef34
Source dataset
uspto-grants-2015_02
Patent number
US08952014B2

Reaction notes

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