Methyl 4-bromobutyrate → HCID 86643009, compound

HRID 1641484Notes

Reaction equation

Br[C:2]1[CH:3]=[CH:4][C:5]([F:19])=[C:6]2[C:10]=1[NH:9][C:8]([CH3:11])=[C:7]2[CH2:12][CH2:13][CH2:14][C:15]([O:17][CH3:18])=[O:16].Br[CH2:21][CH2:22][CH2:23][C:24]([O:26][CH3:27])=[O:25].CC1C=CC(S([O:38][CH2:39][CH2:40][CH2:41][CH2:42][C:43]2[C:48]([F:49])=[CH:47][C:46]([F:50])=[C:45]([F:51])[C:44]=2[F:52])(=O)=O)=CC=1>>[F:19][C:5]1[CH:4]=[CH:3][C:2]([C:8]#[C:7][C:6]2[CH:10]=[CH:2][C:3]([O:38][CH2:39][CH2:40][CH2:41][CH2:42][C:43]3[C:48]([F:49])=[CH:47][C:46]([F:50])=[C:45]([F:51])[C:44]=3[F:52])=[CH:4][CH:5]=2)=[C:10]2[C:6]=1[C:7]([CH2:12][CH2:13][CH2:14][C:15]([O:17][CH3:18])=[O:16])=[C:8]([CH3:11])[N:9]2[CH2:21][CH2:22][CH2:23][C:24]([O:26][CH3:27])=[O:25]

Participants

Reactant 3

HCID 107604Methyl 4-bromobutyrate

HCID 66739023HCID 66739023, compound

HCID 86643010HCID 86643010, compound

Product 1

HCID 86643009HCID 86643009, compound

Procedure

By the same procedure as in Example 2→Example 3→Example 4→Example 8 using methyl 4-(7-bromo-4-fluoro-2-methyl-1H-indol-3-yl)butanoate instead of the compound prepared in Example 1; using methyl 4-bromobutyrate instead of ethyl 4-bromobutyrate; and using 4-(2,3,4,6-tetrafluorophenyl)butyl 4-methylbenzene sulfonate instead of the compound prepared in Example 7, the title compound having the following physical properties was obtained.

Sources & evidence

ORD record: ord-d604ec27cb6f450db821fd5ab21070d7
Source dataset: uspto-grants-2012_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08115014B2

Reaction notes

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