Methyl chloroformate → HCID 54366098, compound

HRID 376399Notes

Reaction equation

HRID 376399 reaction equation
Cl.[NH2:2][N:3]=[CH:4][C:5]1[CH:29]=[CH:28][C:8]([C:9]([NH:11][C:12]2[CH:13]=[CH:14][C:15]3[O:20][CH:19]([CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH2:18][CH2:17][C:16]=3[CH:27]=2)=[O:10])=[C:7]([F:30])[CH:6]=1.C(N(CC)CC)C.Cl[C:39]([O:41][CH3:42])=[O:40]>CN(C)C1C=CN=CC=1.ClCCl>[F:30][C:7]1[CH:6]=[C:5]([CH:4]=[N:3][NH:2][C:39]([O:41][CH3:42])=[O:40])[CH:29]=[CH:28][C:8]=1[C:9]([NH:11][C:12]1[CH:13]=[CH:14][C:15]2[O:20][CH:19]([CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH2:18][CH2:17][C:16]=2[CH:27]=1)=[O:10]

Participants

6

Reactant 3

HCID 6586Methyl chloroformateHCID 8471TriethylamineHCID 69945842HCID 69945842, compound

Product 1

HCID 54366098HCID 54366098, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

436 mg (1.0 mmol) of the amidine from Example 69, 0.3 ml triethylamine, and 20 mg 4-dimethylaminopyridine were dissolved in 29 ml dichloromethane followed by addition of 104 mg (1.1 mmol) methyl chloroformate at 0° C. After stirring overnight at room temperature a white precipitate of the title compound had been formed. It was filtered with suction and washed successively with water and with ether. Yield: 0.35 g (77%) of a pale yellow powder, m.p. 202-204° C.

Sources & evidence

ORD record
ord-7979b09aba3b48d6b01ee3f818097fdb
Source dataset
uspto-grants-2000_02
Patent number
US06020362

Reaction notes

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