(2R)-1-amino-2-cyclopropyl-propan-2-ol → 7,7-Dimethyl-5,6,7,8-tetrahydro-quinoline-2-carboxylic acid ((R)-2-cyclopropyl-2-hydroxy-propyl)-amide

HRID 927575Notes

Reaction equation

HRID 927575 reaction equation
[CH3:1][C:2]1([CH3:15])[CH2:11][C:10]2[N:9]=[C:8]([C:12]([OH:14])=O)[CH:7]=[CH:6][C:5]=2[CH2:4][CH2:3]1.[NH2:16][CH2:17][C@@:18]([CH3:23])([CH:20]1[CH2:22][CH2:21]1)[OH:19]>>[CH:20]1([C@:18]([OH:19])([CH3:23])[CH2:17][NH:16][C:12]([C:8]2[CH:7]=[CH:6][C:5]3[CH2:4][CH2:3][C:2]([CH3:1])([CH3:15])[CH2:11][C:10]=3[N:9]=2)=[O:14])[CH2:22][CH2:21]1

Participants

3

Reactant 2

HCID 51684102(2R)-1-amino-2-cyclopropyl-propan-2-olHCID 710874727,7-Dimethyl-5,6,7,8-tetrahydro-quinoline-2-carboxylic acid

Product 1

HCID 711056237,7-Dimethyl-5,6,7,8-tetrahydro-quinoline-2-carboxylic acid ((R)-2-cyclopropyl-2-hydroxy-propyl)-amide

Procedure

The title compound was synthesized in analogy to Example 1, using 7,7-dimethyl-5,6,7,8-tetrahydro-quinoline-2-carboxylic acid and (αR)-α-(aminomethyl)-α-methyl-cyclo-propanemethanol (CAN 912454-48-9) as starting materials, LC-MS (UV peak area/EIC) 99.3%, 303.2078 (M+H)+.

Sources & evidence

ORD record
ord-84ed270add4a47f09a5dfa21dc5d51cd
Source dataset
uspto-grants-2016_03
Patent number
US09290451B2

Reaction notes

Loading…