Water → 3-{1-[6-(2,6-dimethylpyridin-4-yloxy)pyrimidin-4-yl]piperidin-4-yl}-7-methoxy-4,5-dihydro-1H-benzo[d][1,3]diazepin-2(3H)-one

HRID 1846545Notes

Reaction equation

HRID 1846545 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.ClC1N=CN=C(N[C:29]2[CH:34]=[C:33]([CH3:35])[N:32]=[C:31]([CH3:36])[CH:30]=2)C=1.[CH3:37][CH2:38][N:39](C(C)C)C(C)C.O.[CH3:47][N:48]([CH:50]=[O:51])C>>[CH3:36][C:31]1[CH:30]=[C:29]([O:51][C:50]2[N:48]=[CH:47][N:39]=[C:38]([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)[CH:37]=2)[CH:34]=[C:33]([CH3:35])[N:32]=1

Participants

6

Reactant 5

HCID 962WaterHCID 6228DimethylformamideHCID 81531DiisopropylethylamineHCID 183568527-methoxy-3-(piperidin-4-yl)-4,5-dihydro-1H-benzo[d][1,3]diazepin-2(3H)-oneHCID 866639116-chloro-N-(2,6-dimethylpyridin-4-yl)pyrimidin-4-amine

Product 1

HCID 462446793-{1-[6-(2,6-dimethylpyridin-4-yloxy)pyrimidin-4-yl]piperidin-4-yl}-7-methoxy-4,5-dihydro-1H-benzo[d][1,3]diazepin-2(3H)-one

Procedure

62 mg (0.23 mmol) 7-methoxy-3-piperidin-4-yl-1,3,4,5-tetrahydro-1,3-benzodiazepin-2-one, 50 mg (0.21 mmol) 6-chloro-N-(2,6-dimethylpyridin-4-yl)pyrimidin-4-amine and 0.10 mL (0.57 mmol) DIPEA in 1.0 mL DMF were stirred for 1 h at 90° C. The reaction mixture was mixed with water and the precipitate formed was suction filtered and dried.

Workup

  1. customthe precipitate formed
  2. filtrationfiltered
  3. customdried

Sources & evidence

ORD record
ord-9ceef0b66c7444b886ffc940fff5b863
Source dataset
uspto-grants-2015_02
Patent number
US08952014B2

Reaction notes

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