tert-Butylsulfinamide, (R)-(+)- → HCID 89875527, compound

HRID 715468Notes

Reaction equation

HRID 715468 reaction equation
[F:1][C:2]1[CH:18]=[CH:17][C:5]([CH2:6][O:7][C:8]2[C:9]([CH3:16])=[CH:10][C:11]([CH:14]=O)=[N:12][CH:13]=2)=[CH:4][CH:3]=1.[CH3:19][C:20]([S@:23]([NH2:25])=[O:24])([CH3:22])[CH3:21]>>[F:1][C:2]1[CH:18]=[CH:17][C:5]([CH2:6][O:7][C:8]2[C:9]([CH3:16])=[CH:10][C:11](/[CH:14]=[N:25]/[S@@:23]([C:20]([CH3:22])([CH3:21])[CH3:19])=[O:24])=[N:12][CH:13]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 10964479tert-Butylsulfinamide, (R)-(+)-HCID 89874568HCID 89874568, compound

Product 1

HCID 89875527HCID 89875527, compoundYield 67%

Procedure

The title compound is prepared in 67% yield (972 mg, pale yellow solid) from 5-((4-fluorobenzyl)oxy)-4-methylpicolinaldehyde (1.03 g, 4.19 mmol, Step-5) and (R)-2-methylpropane-2-sulfinamide (762 mg, 6.29 mmol) in a similar manner to Step-6 of Amine-49.

Sources & evidence

ORD record
ord-55ab3df1e5474d5fa437e49e5f3a9088
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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