5-Cyclopropyl-6-cyclopropylmethoxy-pyridine-2-carboxylic acid → 5-Cyclopropyl-6-cyclopropylmethoxy-pyridine-2-carboxylic acid ((S)-1-cyclopropylmethyl-2-hydroxy-2-methyl-propyl)-amide

HRID 632177Notes

Reaction equation

HRID 632177 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][C@@H:19]([CH2:24][CH:25]1[CH2:27][CH2:26]1)[C:20]([CH3:23])([OH:22])[CH3:21]>>[CH:25]1([CH2:24][C@H:19]([NH:18][C:15]([C:7]2[CH:6]=[CH:5][C:4]([CH:1]3[CH2:2][CH2:3]3)=[C:9]([O:10][CH2:11][CH:12]3[CH2:13][CH2:14]3)[N:8]=2)=[O:17])[C:20]([OH:22])([CH3:23])[CH3:21])[CH2:27][CH2:26]1

Participants

3

Reactant 2

HCID 710873465-Cyclopropyl-6-cyclopropylmethoxy-pyridine-2-carboxylic acidHCID 86674766(S)-3-Amino-4-cyclopropyl-2-methyl-butan-2-ol

Product 1

HCID 711056195-Cyclopropyl-6-cyclopropylmethoxy-pyridine-2-carboxylic acid ((S)-1-cyclopropylmethyl-2-hydroxy-2-methyl-propyl)-amide

Procedure

The title compound was synthesized in analogy to Example 1, using 5-cyclopropyl-6-cyclopropylmethoxy-pyridine-2-carboxylic acid (Example 42 a) and (S)-3-amino-4-cyclopropyl-2-methyl-butan-2-ol (Example 135 c) as starting materials, MS (EI): m/e=359.2 [M+H]+.

Sources & evidence

ORD record
ord-2172048799f34210beed558d2ce71a2e
Source dataset
uspto-grants-2016_04
Patent number
US09321727B2

Reaction notes

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