Acetyl chloride → HCID 11580844, compound

HRID 1668796Notes

Reaction equation

HRID 1668796 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([CH3:12])[N:6]=[C:5]2[N:13]([C:15]1[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=1)[CH3:14].C(N(CC)CC)C.[C:30](Cl)(=[O:32])[CH3:31]>CN(C1C=CN=CC=1)C.ClCCl>[C:30]([NH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([CH3:12])[N:6]=[C:5]2[N:13]([C:15]1[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=1)[CH3:14])(=[O:32])[CH3:31]

Participants

6

Reactant 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 11471935HCID 11471935, compound

Product 1

HCID 11580844HCID 11580844, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared from (6-amino-2-methyl-quinazolin-4-yl)-(4-methoxy-phenyl)-methylamine (30 mg, 0.102 mmol), triethylamine (0.021 ml, 0.153 mmol), acetyl chloride (0.011 ml, 0.153 mmol) and DMAP (1 mg) in 5 ml of dichloromethane similar to example 28 to give 3 mg (9%) of paint brown solids. 1H NMR (CDCl3): 7.71 (s, 2H), 7.19 (s, 1H), 7.12-7.09 (m, 2H), 6.93-6.91 (m, 3H), 3.84 (s, 3H), 3.56 (s, 3H), 2.71 (s, 3H), 2.07 (s, 3H).

Workup

  1. customto give 3 mg (9%) of paint brown solids

Sources & evidence

ORD record
ord-b8fd6b849125490ca7fa831e9857917f
Source dataset
uspto-grants-2011_08
Patent number
US07989462B2

Reaction notes

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