Methanol → HCID 71491229, compound

HRID 927690Notes

Reaction equation

HRID 927690 reaction equation
[CH:1]1([C:4]2[CH:5]=[CH:6][C:7]([C:15]([OH:17])=O)=[N:8][C:9]=2[O:10][CH2:11][CH:12]2[CH2:14][CH2:13]2)[CH2:3][CH2:2]1.[NH2:18][CH:19]([CH:22]1[CH2:24][CH2:23]1)[C:20]#[N:21].CO>CCCCCCC>[C:20]([CH:19]([NH:18][C:15]([C:7]1[CH:6]=[CH:5][C:4]([CH:1]2[CH2:2][CH2:3]2)=[C:9]([O:10][CH2:11][CH:12]2[CH2:13][CH2:14]2)[N:8]=1)=[O:17])[CH:22]1[CH2:24][CH2:23]1)#[N:21]

Participants

5

Reactant 3

HCID 887MethanolHCID 11240433HCID 11240433, compoundHCID 710873465-Cyclopropyl-6-cyclopropylmethoxy-pyridine-2-carboxylic acid

Product 1

HCID 71491229HCID 71491229, compound

Reagents, catalysts & solvents 1

HCID 8900HeptaneSolvent

Procedure

The title compound was synthesized in analogy to Example 1, using 5-cyclopropyl-6-cyclopropylmethyloxy-pyridine-2-carboxylic acid (Example 42 a) and α-amino-cyclopropaneacetonitrile (CAN 149357-92-6) as starting materials. The product was isolated by chiral chromatography on Reprosil Chiral NR using heptane/20% ethanol as eluent. The (+)-enantiomer was isolated. LC-MS (UV peak area/ESI) 100%, 312.1706 (M+H)+, αD20 (MeOH)=+9.0°.

Workup

  1. customThe product was isolated by chiral chromatography on Reprosil Chiral NR
  2. customThe (+)-enantiomer was isolated

Sources & evidence

ORD record
ord-b8465bddeb4a46808f910e361d91eb11
Source dataset
uspto-grants-2016_03
Patent number
US09290451B2

Reaction notes

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