3-Amino-3-methylbutan-1-ol → 5-Cyclopropyl-6-cyclopropylmethoxy-pyrazine-2-carboxylic acid (3-hydroxy-1,1-dimethyl-propyl)-amide

HRID 1477774Notes

Reaction equation

HRID 1477774 reaction equation
[CH:1]1([C:4]2[N: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:19]([CH3:24])([CH3:23])[CH2:20][CH2:21][OH:22]>>[OH:22][CH2:21][CH2:20][C:19]([NH:18][C:15]([C:7]1[CH:6]=[N: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])([CH3:24])[CH3:23]

Participants

3

Reactant 2

HCID 6410003-Amino-3-methylbutan-1-olHCID 866823315-Cyclopropyl-6-cyclopropylmethoxy-pyrazine-2-carboxylic acid

Product 1

HCID 715255725-Cyclopropyl-6-cyclopropylmethoxy-pyrazine-2-carboxylic acid (3-hydroxy-1,1-dimethyl-propyl)-amide

Procedure

The title compound was synthesized in analogy to Example 8e, using 5-cyclopropyl-6-cyclopropylmethoxy-pyrazine-2-carboxylic acid (Example 10 g, 100 mg, 0.43 mmol) and 3-amino-3-methyl-1-butanol (CAN 42514-50-1; 58.46 mg, 0.51 mmol) as starting materials, and isolated (15 mg, 10.9%) as off white solid; LC-MS (UV peak area, ESI) 100%, 320.4 (M+H).

Workup

  1. customisolated (15 mg, 10.9%) as off white solid

Sources & evidence

ORD record
ord-7479e084b9bd431899abef81d6fe5320
Source dataset
uspto-grants-2016_08
Patent number
US09403808B2

Reaction notes

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