(3R)-(+)-3-(Dimethylamino)pyrrolidine → HCID 69915777, compound

HRID 1167853Notes

Reaction equation

HRID 1167853 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])=[CH:14][C:13]=2[CH3:20])=[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])=[CH:14][C:13]=3[CH3:20])=[CH:8][CH:7]=2)[CH2:24]1

Participants

3

Reactant 2

HCID 2758521(3R)-(+)-3-(Dimethylamino)pyrrolidineHCID 22994506HCID 22994506, compound

Product 1

HCID 69915777HCID 69915777, compoundYield 55%

Procedure

The product from Example 165C and (3R)-N,N-dimethyl-3-pyrrolidinamine were processed as described in Example 164D to provide the title compound (55% yield). 1HNMR (300 MHz, CDCl3) δ1.65 (m, 2H), 1.81 (bs, 2H), 2.00-2.85 (m, 15H), 3.0 (m, 1H), 4.13 (bs, 2H), 6.90-7.54 (m, 7H); MS (ESI) m/z 364 (M+H)+.

Sources & evidence

ORD record
ord-f7c6374e66c94845b63e9b62b954bd30
Source dataset
uspto-grants-2003_09
Patent number
US06620839B2

Reaction notes

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