Ethyl chloroformate → HCID 54540523, compound

HRID 376400Notes

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.Cl[C:32]([O:34][CH2:35][CH3:36])=[O:33]>>[CH2:35]([O:34][C:32]([NH: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)=[O:33])[CH3:36]

Participants

Reactant 2

HCID 10928Ethyl chloroformate

HCID 69945842HCID 69945842, compound

Product 1

HCID 54540523HCID 54540523, compound

Procedure

The title carbamate was prepared as described in Example 88 from 436 mg (1.0 mmol) of the amidine from Example 69 and 119 mg (1.1 mmol) ethyl chloroformate. It was recrystallized from dichloromethane/hexane. Yield: 0.35 g (74%) of a white powder, m.p. 168-169° C.

Workup

customIt was recrystallized from dichloromethane/hexane

Sources & evidence

ORD record: ord-830868b2371f426aa3716fdc17dc3e74
Source dataset: uspto-grants-2000_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06020362

Reaction notes

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