Chlorosuccinimide → N-tert-butoxycarbonyl 1-(2-chloro-5-fluorobenzofur-7-yl)-2-aminopropane

HRID 1824949Notes

Reaction equation

[C:1]([O:5][C:6]([NH:8][CH:9]([CH3:21])[CH2:10][C:11]1[C:19]2[O:18][CH:17]=[CH:16][C:15]=2[CH:14]=[C:13]([F:20])[CH:12]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[Cl:22]N1C(=O)CCC1=O>>[C:1]([O:5][C:6]([NH:8][CH:9]([CH3:21])[CH2:10][C:11]1[C:19]2[O:18][C:17]([Cl:22])=[CH:16][C:15]=2[CH:14]=[C:13]([F:20])[CH:12]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

Reactant 2

HCID 31398Chlorosuccinimide

HCID 22144858N-tert-butoxycarbonyl 1-(5-fluorobenzofur-7-yl)-2-aminopropane

Product 1

HCID 22144768N-tert-butoxycarbonyl 1-(2-chloro-5-fluorobenzofur-7-yl)-2-aminopropaneYield 43%

Procedure

Beginning with 0.29 gm (1.0 mMol) N-tert-butoxycarbonyl 1-(5-fluorobenzofur-7-yl)-2-aminopropane and 0.16 gm (1.20 mMol) N-chlorosuccinimide, 0.14 gm (43%) of the desired compound were prepared essentially as described in EXAMPLE 16.

Sources & evidence

ORD record: ord-ff9fac9f7abb41dbac1565d1767841ef
Source dataset: uspto-grants-2006_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07045545B1

Reaction notes

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