Water → HCID 178487203, compound

HRID 1846557Notes

Reaction equation

HRID 1846557 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:21][C:22]1[C:27]2[NH:28][C:29]([CH3:31])=[N:30][C:26]=2[CH:25]=[C:24]([O:32][C:33]2[CH:38]=[C:37](Cl)[N:36]=[CH:35][N:34]=2)[CH:23]=1.CCN(C(C)C)C(C)C.O>CN(C=O)C>[Cl:21][C:22]1[C:27]2[NH:28][C:29]([CH3:31])=[N:30][C:26]=2[CH:25]=[C:24]([O:32][C:33]2[N:34]=[CH:35][N:36]=[C:37]([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:38]=2)[CH:23]=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 1784322907-chloro-5-(6-chloropyrimidin-4-yloxy)-2-methyl-1H-benzo[d]imidazole

Product 1

HCID 178487203HCID 178487203, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

100 mg (0.36 mmol) 7-methoxy-3-piperidin-4-yl-1,3,4,5-tetrahydro-1,3-benzodiazepin-2-one, 110 mg (0.37 mmol) 7-chloro-5-(6-chloropyrimidin-4-yloxy)-2-methyl-1H-benzo[d]-imidazole and 0.14 mL (0.81 mmol) DIPEA in 2.0 mL DMF were stirred for 3 h at RT and 4 h at 40° C. The reaction mixture was mixed with water. The precipitate formed was suction filtered, washed and dried. The substance was purified by preparative HPLC-MS. The fractions containing product were combined and freeze-dried.

Workup

  1. customThe precipitate formed
  2. filtrationfiltered
  3. washwashed
  4. customdried
  5. customThe substance was purified by preparative HPLC-MS
  6. additionThe fractions containing product
  7. customfreeze-dried

Sources & evidence

ORD record
ord-239f907e50a244518a622d7051a62e62
Source dataset
uspto-grants-2015_02
Patent number
US08952014B2

Reaction notes

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