Diisopropylethylamine → HCID 25266963, compound

HRID 469431Notes

Reaction equation

HRID 469431 reaction equation
[F:1][C:2]1[C:7]2[NH:8][C:9](=[O:19])[N:10]([CH:13]3[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]3)[CH2:11][CH2:12][C:6]=2[CH:5]=[CH:4][CH:3]=1.Cl[C:21]1[N:26]=[CH:25][N:24]=[C:23]([C:27]([C:29]2[CH:39]=[C:38]([CH3:40])[C:32]3[N:33]([CH3:37])[C:34](=[O:36])[O:35][C:31]=3[CH:30]=2)=[O:28])[CH:22]=1.CCN(C(C)C)C(C)C>CN(C=O)C.CO>[CH3:37][N:33]1[C:32]2[C:38]([CH3:40])=[CH:39][C:29]([C:27]([C:23]3[N:24]=[CH:25][N:26]=[C:21]([N:16]4[CH2:15][CH2:14][CH:13]([N:10]5[CH2:11][CH2:12][C:6]6[CH:5]=[CH:4][CH:3]=[C:2]([F:1])[C:7]=6[NH:8][C:9]5=[O:19])[CH2:18][CH2:17]4)[CH:22]=3)=[O:28])=[CH:30][C:31]=2[O:35][C:34]1=[O:36]

Participants

6

Reactant 3

HCID 81531DiisopropylethylamineHCID 581811626-(6-chloropyrimidine-4-carbonyl)-3,4-dimethyl-3H-benzoxazol-2-oneHCID 59856531HCID 59856531, compound

Product 1

HCID 25266963HCID 25266963, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6228DimethylformamideSolvent

Procedure

61 mg (0.23 mmol) 9-fluoro-3-piperidin-4-yl-1,3,4,5-tetrahydro-benzo[d][1,3]diazepin-2-one, 70 mg (0.23 mmol) 6-(6-chloropyrimidine-4-carbonyl)-3,4-dimethyl-3H-benzoxazol-2-one and 0.080 mL (0.46 mmol) DIPEA were combined in 2 mL DMF and stirred for 2 h at RT. Then the reaction mixture was diluted with MeOH, the precipitate formed was suction filtered, washed with MeOH and diethyl ether and dried.

Workup

  1. customthe precipitate formed
  2. filtrationfiltered
  3. washwashed with MeOH and diethyl ether
  4. customdried

Sources & evidence

ORD record
ord-f2d6bf7ffc3643308c019e4b2607f550
Source dataset
uspto-grants-2014_01
Patent number
US08629137B2

Reaction notes

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