Potassium Carbonate → HCID 46244419, compound

HRID 1846532Notes

Reaction equation

HRID 1846532 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]([S:28][C:29]2[CH:38]=[C:37]([CH3:39])[C:32]3[NH:33][C:34](=[O:36])[O:35][C:31]=3[CH:30]=2)[CH:23]=1.C(=O)([O-])[O-].[K+].[K+]>CN1C(=O)CCC1>[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][N:17]([C:22]4[CH:23]=[C:24]([S:28][C:29]5[CH:38]=[C:37]([CH3:39])[C:32]6[NH:33][C:34](=[O:36])[O:35][C:31]=6[CH:30]=5)[N:25]=[CH:26][N:27]=4)[CH2:16][CH2:15]3)[CH2:9][CH2:8][C:7]=2[CH:20]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 183568527-methoxy-3-(piperidin-4-yl)-4,5-dihydro-1H-benzo[d][1,3]diazepin-2(3H)-oneHCID 86663905HCID 86663905, compound

Product 1

HCID 46244419HCID 46244419, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
130 °C

Procedure

187 mg (0.681 mmol) 7-methoxy-3-piperidin-4-yl-1,3,4,5-tetrahydro-1,3-benzodiazepin-2-one, 180 mg (0.490 mmol) 6-(6-chloro-pyrimidin-4-ylsulphanyl)-4-methyl-3H-benzoxazol-2-one and 200 mg (1.45 mmol) potassium carbonate were combined in 5.0 mL NMP and stirred for 2 h at 130° C. The reaction mixture was cooled overnight, filtered and the filtrate was purified by preparative HPLC. The product-containing fractions were combined, evaporated down and dried i. vac.

Workup

  1. temperatureThe reaction mixture was cooled overnight
  2. filtrationfiltered
  3. customthe filtrate was purified by preparative HPLC
  4. customevaporated down
  5. customdried i

Sources & evidence

ORD record
ord-6ea3f8de09ac45b493339719d85fa624
Source dataset
uspto-grants-2015_02
Patent number
US08952014B2

Reaction notes

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