(4R)-4-Fluoro-L-prolinamide--hydrogen chloride (1/1) → HCID 90203522, compound

HRID 624982Notes

Reaction equation

HRID 624982 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.Cl.[F:19][C@H:20]1[CH2:24][NH:23][C@H:22]([C:25]([NH2:27])=[O:26])[CH2:21]1>>[CH:1]1([C:4]2[CH:5]=[CH:6][C:7]([C:15]([N:23]3[CH2:24][C@H:20]([F:19])[CH2:21][C@H:22]3[C:25]([NH2:27])=[O:26])=[O:17])=[N:8][C:9]=2[O:10][CH2:11][CH:12]2[CH2:13][CH2:14]2)[CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 67034973(4R)-4-Fluoro-L-prolinamide--hydrogen chloride (1/1)HCID 710873465-Cyclopropyl-6-cyclopropylmethoxy-pyridine-2-carboxylic acid

Product 1

HCID 90203522HCID 90203522, compoundYield 73%

Procedure

In analogy to the procedure described in Example 47 b), 5-cyclopropyl-6-cyclopropylmethoxy-pyridine-2-carboxylic acid (Example 3 c, 50 mg, 214 μmol) was reacted with (2S,4R)-4-fluoropyrrolidine-2-carboxamide hydrochloride (CAN 796884-06-5, 39.8 mg, 236 μmol) to obtain the title compound (54 mg, 73%) as white solid; LC-MS (UV peak area, ESI) 100%, 348.1727 [MH+].

Sources & evidence

ORD record
ord-cb59dc8449a745ff92a2550c1af58f61
Source dataset
uspto-grants-2016_04
Patent number
US09303012B2

Reaction notes

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