4-Bromothiophene-2-carbaldehyde → HCID 86604644, compound

HRID 2267656Notes

Reaction equation

HRID 2267656 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]C1C=C(C=O)SC=1>>[CH2:1]([O:8][C:9]([NH:11]/[C:12](=[CH:17]\[C:18]1[S:19][CH:20]=[C:21]([Br:59])[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 877924-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 86604644HCID 86604644, 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 4-bromo-2-thiphenecarboxaldehyde (955 mg) was used as the aldehyde component to afford the desired product (1.52 g). 1H NMR (300 MHz, CDCl3) δ 3.79 (s, 3H), 5.24 (s, 2H), 5.99 (br., 1H), 7.20-7.37 (m, 7H), 7.67 (s, 1H). LC/MS: 2.37 min.

Sources & evidence

ORD record
ord-b5bb1f7081ec461bb9f648b78846ae89
Source dataset
uspto-grants-2010_12
Patent number
US07858776B2

Reaction notes

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