L-Prolinamide → HCID 90203995, compound

HRID 624934Notes

Reaction equation

HRID 624934 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.[NH:18]1[CH2:22][CH2:21][CH2:20][C@H:19]1[C:23]([NH2:25])=[O:24]>>[CH:1]1([C:4]2[CH:5]=[CH:6][C:7]([C:15]([N:18]3[CH2:22][CH2:21][CH2:20][C@H:19]3[C:23]([NH2:25])=[O:24])=[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 111306L-ProlinamideHCID 710873465-Cyclopropyl-6-cyclopropylmethoxy-pyridine-2-carboxylic acid

Product 1

HCID 90203995HCID 90203995, compound

Procedure

The title compound was synthesized in analogy to Example 47 b, using 5-cyclopropyl-6-cyclopropylmethoxy-pyridine-2-carboxylic acid (Example 3 c, 40 mg, 171 μmol) and (2S)-2-pyrrolidinecarboxamide (CAN 7531-52-4; 21.5 mg, 189 μmol) as starting materials and isolated (49 mg, 87%) as white solid; LC-MS (UV peak area, ESI) 100%, 330.1818 [MH+].

Workup

  1. customisolated (49 mg, 87%) as white solid

Sources & evidence

ORD record
ord-ef9398d0570745ada74a40f7f21f6631
Source dataset
uspto-grants-2016_04
Patent number
US09303012B2

Reaction notes

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