(1-Aminocyclobutyl)methanol → 5-Cyclopropyl-6-cyclopropylmethoxy-pyrazine-2-carboxylic acid (1-hydroxymethyl-cyclobutyl)-amide

HRID 1477775Notes

Reaction equation

HRID 1477775 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]1([CH2:23][OH:24])[CH2:22][CH2:21][CH2:20]1>>[OH:24][CH2:23][C:19]1([NH:18][C:15]([C:7]2[CH:6]=[N: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])[CH2:22][CH2:21][CH2:20]1

Participants

3

Reactant 2

HCID 21624254(1-Aminocyclobutyl)methanolHCID 866823315-Cyclopropyl-6-cyclopropylmethoxy-pyrazine-2-carboxylic acid

Product 1

HCID 715255735-Cyclopropyl-6-cyclopropylmethoxy-pyrazine-2-carboxylic acid (1-hydroxymethyl-cyclobutyl)-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 1-amino-cyclobutanemethanol (CAN 180205-34-9, 66.02 mg, 0.64 mmol) as starting materials, and isolated (50 mg, 36.86%) as off white solid; LC-MS (UV peak area, ESI) 97.56%, 318.4 (M+H).

Workup

  1. customisolated (50 mg, 36.86%) as off white solid

Sources & evidence

ORD record
ord-9195a944b9034f6582a2a2b9707596f7
Source dataset
uspto-grants-2016_08
Patent number
US09403808B2

Reaction notes

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