5-Bromothiophene-2-carbaldehyde → HCID 131726681, compound

HRID 2267655Notes

Reaction equation

HRID 2267655 reaction equation
[CH2:1]([O:8][C:9]([NH:11]/[C:12](=[CH:17]\[C:18]1[S:19][CH:20]=[CH:21][CH:22]=1)/[C:13]([O:15][CH3:16])=[O:14])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.FC1C=C(CC(N[C@@H](C2C=CC=CC=2)C(N[C@H]2[C@@H](C3C=CC=CC=3)SCCNC2=O)=O)=O)C=C(F)C=1.[Br:59]C1SC(C=O)=CC=1>>[CH2:1]([O:8][C:9]([NH:11]/[C:12](=[CH:17]\[C:18]1[S:19][C:20]([Br:59])=[CH:21][CH:22]=1)/[C:13]([O:15][CH3:16])=[O:14])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 784285-Bromothiophene-2-carbaldehydeHCID 15184928HCID 15184928, compoundHCID 68604124(2s)-2-[(3,5-Difluorophenyl)acetyl]amino-n-[(6r,7r)-5-oxo-7-phenyl-1,4-thiazepan-6-yl]-2-phenylacetamide

Product 1

HCID 131726681HCID 131726681, compound

Procedure

A method similar to that used for the preparation of (99a) was used except that the reaction product was passed through a Dowex ion exchange resin 50×2-200 and 5-bromo-2-thiphenecarboxaldehyde (955 mg) was used as the aldehyde component to afforded the desired product (1.80 g). 1H NMR (300 MHz, CDCl3) δ 3.79 (s, 3H), 5.20 (s, 2H), 5.93 (br., 1H), 6.95 (m, 1H), 7.36 (m, 5H), 7.70 (s, 1H). LC/MS: 2.36 min.

Sources & evidence

ORD record
ord-bb16a30a183843a6ac8efb56e063e6a9
Source dataset
uspto-grants-2010_12
Patent number
US07858776B2

Reaction notes

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