1,5-dimethyl-1H-pyrazole-3-carboxylic acid → (S)-2-(1,5-dimethyl-1H-pyrazole-3-carboxamido)non-8-enoic acid

HRID 627776

Reaction equation

HRID 627776 reaction equation
CC1N=[CH:4][C:5]([C:8]([NH:10][C@@H:11]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH:20]=[CH2:21])[C:12]([OH:14])=[O:13])=[O:9])=[N:6]C=1.[CH3:22][N:23]1[C:27](C)=[CH:26]C(C(O)=O)=N1>>[CH3:22][N:23]1[C:27]([CH3:26])=[CH:4][C:5]([C:8]([NH:10][C@@H:11]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH:20]=[CH2:21])[C:12]([OH:14])=[O:13])=[O:9])=[N:6]1

Participants

3

Reactant 2

HCID 5877571,5-dimethyl-1H-pyrazole-3-carboxylic acidHCID 67296752(S)-2-(5-methylpyrazine-2-carboxamido)non-8-enoic acid

Product 1

HCID 68496264(S)-2-(1,5-dimethyl-1H-pyrazole-3-carboxamido)non-8-enoic acid

Procedure

Example 50 can be prepared according to the procedure described for the preparation of Example 49, replacing 5-methylpyrazine-2-carboxylic acid from Example 49a with -(1,5-dimethyl-1H-pyrazole-3-carboxylic acid in Example 50a to produce (S)-2-(1,5-dimethyl-1H-pyrazole-3-carboxamido)non-8-enoic acid. All subsequent steps should proceed in a similar fashion to Example 49 to produce Example 50.

Workup

  1. customExample 50 can be prepared
  2. customdescribed for the preparation of Example 49

Sources & evidence

ORD record
ord-d998f7317fd3486c8a39cf1e7b077c08
Source dataset
uspto-grants-2016_04
Patent number
US09309279B2

Linked notes

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