Diisopropylethylamine → HCID 46244318, compound

HRID 1846530Notes

Reaction equation

HRID 1846530 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]=[CH:26][N:25]=[C:24]([NH:28][C:29]2[CH:30]=[C:31]([CH3:39])[C:32]3[O:36][C:35]([CH3:37])=[N:34][C:33]=3[CH:38]=2)[CH:23]=1.CCN(C(C)C)C(C)C>CN(C=O)C>[CH3:37][C:35]1[O:36][C:32]2[C:31]([CH3:39])=[CH:30][C:29]([NH:28][C:24]3[N:25]=[CH:26][N:27]=[C:22]([N:17]4[CH2:18][CH2:19][CH:14]([N:10]5[CH2:9][CH2:8][C:7]6[CH:20]=[C:3]([O:2][CH3:1])[CH:4]=[CH:5][C:6]=6[NH:12][C:11]5=[O:13])[CH2:15][CH2:16]4)[CH:23]=3)=[CH:38][C:33]=2[N:34]=1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 183568527-methoxy-3-(piperidin-4-yl)-4,5-dihydro-1H-benzo[d][1,3]diazepin-2(3H)-oneHCID 86663902HCID 86663902, compound

Product 1

HCID 46244318HCID 46244318, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
150 °C

Procedure

70 mg (0.25 mmol) 7-methoxy-3-piperidin-4-yl-1,3,4,5-tetrahydro-1,3-benzodiazepin-2-one, 55 mg (0.20 mmol) (6-chloro-pyrimidin-4-yl)-(2,7-dimethyl-benzoxazol-5-yl)-amine and 0.15 mL (0.87 mmol) DIPEA were combined in 1.5 mL DMF and stirred for 2.5 h at 150° C. The reaction mixture was purified by preparative HPLC. The product-containing fractions were combined and freeze-dried. The residue was stirred with MeOH and DMF, left to stand for 1 h and filtered. The precipitate was washed with MeOH and dried.

Workup

  1. customThe reaction mixture was purified by preparative HPLC
  2. customfreeze-dried
  3. stirringThe residue was stirred with MeOH and DMF
  4. waitleft
  5. waitto stand for 1 h
  6. filtrationfiltered
  7. washThe precipitate was washed with MeOH
  8. customdried

Sources & evidence

ORD record
ord-b65d5570e2764a9eaaf4101a896c58fc
Source dataset
uspto-grants-2015_02
Patent number
US08952014B2

Reaction notes

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