L-Leucinol → 6-Cyclopropylmethoxy-5-pyrrolidin-1-yl-pyridine-2-carboxylic acid ((S)-1-hydroxymethyl-3-methyl-butyl)-amide

HRID 631978Notes

Reaction equation

HRID 631978 reaction equation
[CH:1]1([CH2:4][O:5][C:6]2[N:11]=[C:10]([C:12]([OH:14])=O)[CH:9]=[CH:8][C:7]=2[N:15]2[CH2:19][CH2:18][CH2:17][CH2:16]2)[CH2:3][CH2:2]1.[NH2:20][C@@H:21]([CH2:24][CH:25]([CH3:27])[CH3:26])[CH2:22][OH:23]>>[OH:23][CH2:22][C@@H:21]([NH:20][C:12]([C:10]1[CH:9]=[CH:8][C:7]([N:15]2[CH2:19][CH2:18][CH2:17][CH2:16]2)=[C:6]([O:5][CH2:4][CH:1]2[CH2:2][CH2:3]2)[N:11]=1)=[O:14])[CH2:24][CH:25]([CH3:27])[CH3:26]

Participants

3

Reactant 2

HCID 111307L-LeucinolHCID 710877336-Cyclopropylmethoxy-5-pyrrolidin-1-yl-pyridine-2-carboxylic acid

Product 1

HCID 711055406-Cyclopropylmethoxy-5-pyrrolidin-1-yl-pyridine-2-carboxylic acid ((S)-1-hydroxymethyl-3-methyl-butyl)-amide

Procedure

The title compound was synthesized in analogy to Example 1, using 6-cyclopropylmethoxy-5-pyrrolidin-1-yl-pyridine-2-carboxylic acid and (2S)-2-amino-4-methyl-1-pentanol (CAN 7533-40-6) as starting materials, MS (LC/MS): 362.2 [M+H]+.

Sources & evidence

ORD record
ord-8f0d5cb4ca894d239459376afbbb85b5
Source dataset
uspto-grants-2016_04
Patent number
US09321727B2

Reaction notes

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