(3R)-(+)-3-(Dimethylamino)pyrrolidine → HCID 69915980, compound

HRID 1167857Notes

Reaction equation

HRID 1167857 reaction equation
Cl[CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:17]=[CH:16][C:15]([C:18]#[N:19])=[C:14]([F:20])[CH:13]=2)=[CH:8][CH:7]=1.[CH3:21][N:22]([CH3:28])[C@@H:23]1[CH2:27][CH2:26][NH:25][CH2:24]1>>[CH3:21][N:22]([CH3:28])[C@@H:23]1[CH2:27][CH2:26][N:25]([CH2:2][CH2:3][CH2:4][O:5][C:6]2[CH:11]=[CH:10][C:9]([C:12]3[CH:17]=[CH:16][C:15]([C:18]#[N:19])=[C:14]([F:20])[CH:13]=3)=[CH:8][CH:7]=2)[CH2:24]1

Participants

3

Reactant 2

HCID 2758521(3R)-(+)-3-(Dimethylamino)pyrrolidineHCID 22994383HCID 22994383, compound

Product 1

HCID 69915980HCID 69915980, compoundYield 63%

Procedure

The product from Example 166C and (3R)-N,N-dimethyl-3-pyrrolidinamine were processed as described in Example 164D to provide the title compound (63% yield). 1HNMR (300 MHz, CDCl3) δ1.68 (m, 2H), 2.15 (m 4H), 2.23 (s, 6H), 2.30-2.95 (m, 5H), 4.15 (m, 2H), 7.00-7.63 (m, 7H); MS (ESI) m/z 368 (M+H)+.

Sources & evidence

ORD record
ord-a04899f19e9844b3837a298186a30212
Source dataset
uspto-grants-2003_09
Patent number
US06620839B2

Reaction notes

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