Ethyl chloroformate → HCID 89601811, compound

HRID 869068Notes

Reaction equation

HRID 869068 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:9]2[CH:16]([C:17]3[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=3)[C:15]3[C:11](=[N:12][N:13]([C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=4[O:33][CH3:34])[C:14]=3[CH:24]([CH3:26])[CH3:25])[C:10]2=[O:35])[CH:5]=[CH:6][C:7]=1[F:8].C[Si]([N-][Si](C)(C)C)(C)C.[K+].Cl[C:47]([O:49][CH2:50][CH3:51])=[O:48]>>[CH2:50]([O:49][C:47]([C:16]1([C:17]2[CH:18]=[CH:19][C:20]([Cl:23])=[CH:21][CH:22]=2)[C:15]2[C:11](=[N:12][N:13]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[O:33][CH3:34])[C:14]=2[CH:24]([CH3:26])[CH3:25])[C:10](=[O:35])[N:9]1[C:4]1[CH:5]=[CH:6][C:7]([F:8])=[C:2]([Cl:1])[CH:3]=1)=[O:48])[CH3:51]

Participants

4

Reactant 3

HCID 10928Ethyl chloroformateHCID 3251421Potassium bis(trimethylsilyl)amideHCID 89601326HCID 89601326, compound

Product 1

HCID 89601811HCID 89601811, compound

Procedure

The title compound was prepared in analogy to the procedure described for example 74 but using the compound prepared in example 88, 1 equivalent of KHMDS and 5 equivalents of ethyl chloroformate. No purification was performed. tR: 1.42 min (LC-MS 1); ESI-MS: 582.2 [M+H]+ (LC-MS 1).

Workup

  1. customNo purification

Sources & evidence

ORD record
ord-ec703f722b3249389aa2da4587fe316a
Source dataset
uspto-grants-2015_03
Patent number
US08969341B2

Reaction notes

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