Trimethylacetamide → HCID 69282561, compound

HRID 2121640Notes

Reaction equation

I[C:2]1[CH:11]=[C:10]2[C:5]([C:6]([N:13]3[CH2:17][CH2:16][CH2:15][C@H:14]3[CH2:18][OH:19])=[CH:7][C:8]([CH3:12])=[N:9]2)=[CH:4][CH:3]=1.[CH3:20][C:21]([CH3:26])([CH3:25])[C:22]([NH2:24])=[O:23]>>[OH:19][CH2:18][C@@H:14]1[CH2:15][CH2:16][CH2:17][N:13]1[C:6]1[C:5]2[C:10](=[CH:11][C:2]([NH:24][C:22](=[O:23])[C:21]([CH3:26])([CH3:25])[CH3:20])=[CH:3][CH:4]=2)[N:9]=[C:8]([CH3:12])[CH:7]=1

Participants

Reactant 2

HCID 12957Trimethylacetamide

HCID 69282494HCID 69282494, compound

Product 1

HCID 69282561HCID 69282561, compound

Procedure

In analogy to example 47, on reaction of (S)-[1-(7-iodo-2-methyl-quinolin-4-yl)-pyrrolidin-2-yl]-methanol with trimethylacetamide there was obtained (S)-N-[4-(2-hydroxymethyl-pyrrolidin-1-yl)-2-methyl-quinolin-7-yl]-2,2-dimethyl-propionamide as amorphous white yellow solid. ISP mass spectrum, m/e: 342.3 (M+1 calculated for C20H27N3O2: 342).

Sources & evidence

ORD record: ord-05e317265cc44dba86ae5bcfcd7a693b
Source dataset: uspto-grants-2004_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06696467B2

Reaction notes

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