Benzyl Bromide → HCID 10256409, compound

HRID 1271883Notes

Reaction equation

HRID 1271883 reaction equation
[CH2:1]([N:8]1[C:17](=[O:18])[C:16]2[C:11](=[CH:12][C:13]([Cl:19])=[CH:14][CH:15]=2)[N:10]=[C:9]1[CH:20]([N:24]1[C:30](=[O:31])[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1)[CH:21]([CH3:23])[CH3:22])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:32](Br)[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1.CCN(CC)CC>C(Cl)Cl>[CH2:1]([N:8]1[C:17](=[O:18])[C:16]2[C:11](=[CH:12][C:13]([Cl:19])=[CH:14][CH:15]=2)[N:10]=[C:9]1[CH:20]([N:24]1[C:30](=[O:31])[CH2:29][CH2:28][N:27]([CH2:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[CH2:26][CH2:25]1)[CH:21]([CH3:23])[CH3:22])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 7498Benzyl BromideHCID 8471TriethylamineHCID 9932869HCID 9932869, compound

Product 1

HCID 10256409HCID 10256409, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

3-Benzyl-7-chloro-2-[2-methyl-1-(7-oxo-[1 ,4]diazepan-1-yl)-propyl]-3H-quinazolin-4-one from Example 1e above, (133 mg, 0.30 mmol) was treated with benzyl bromide and Et3N in CH2Cl2 (10 mL) at room temperature overnight. The mixture was diluted with CH2Cl2 (10 mL), washed with H2, brine, dried and concentrated under vacuum. Purification by flash chromatography on silica gel (20% EtOAc/hexane) gave the title compound as a white solid: MS (ES) m/e 529.0 (M+H)+.

Workup

  1. washwashed with H2, brine
  2. customdried
  3. concentrationconcentrated under vacuum
  4. customPurification by flash chromatography on silica gel (20% EtOAc/hexane)

Sources & evidence

ORD record
ord-d0529bedee494657b2dca3cd97fdccfc
Source dataset
uspto-grants-2007_04
Patent number
US07208487B2

Reaction notes

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