Oxalic acid--2-oxa-6-azaspiro(3.3)heptane (1/1) → HCID 90203756, compound

HRID 1480225Notes

Reaction equation

HRID 1480225 reaction equation
[CH:1]1([C:4]2[C:5]([O:24][CH2:25][C:26]([F:29])([F:28])[F:27])=[CH:6][C:7]([C:10]([NH:12][C:13]([C:18]3[N:22]=[C:21]([CH3:23])[O:20][N:19]=3)([CH3:17])[C:14]([OH:16])=O)=[O:11])=[N:8][CH:9]=2)[CH2:3][CH2:2]1.C(O)(=O)C(O)=O.[CH2:36]1[C:39]2([CH2:42][NH:41][CH2:40]2)[CH2:38][O:37]1>>[CH:1]1([C:4]2[C:5]([O:24][CH2:25][C:26]([F:29])([F:27])[F:28])=[CH:6][C:7]([C:10]([NH:12][C:13]([C:18]3[N:22]=[C:21]([CH3:23])[O:20][N:19]=3)([CH3:17])[C:14]([N:41]3[CH2:42][C:39]4([CH2:36][O:37][CH2:38]4)[CH2:40]3)=[O:16])=[O:11])=[N:8][CH:9]=2)[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 53308464Oxalic acid--2-oxa-6-azaspiro(3.3)heptane (1/1)HCID 90203702HCID 90203702, compound

Product 1

HCID 90203756HCID 90203756, compound

Procedure

The title compound was synthesized in analogy to Example 112e, using 2-[[5-cyclopropyl-4-(2,2,2-trifluoroethoxy)pyridine-2-carbonyl]amino]-2-(5-methyl-1,2,4-oxadiazol-3-yl)propanoic acid (Example 147c) and 2-oxa-6-azaspiro[3.3]heptane oxalate (2:1) (CAN 1045709-32-7) as starting materials and isolated (8 mg, 10%); MS (ESI, m/z): 496.5 (M+H+).

Workup

  1. customisolated (8 mg, 10%)

Sources & evidence

ORD record
ord-afa2a40beaf9414885d312c7d30898ed
Source dataset
uspto-grants-2016_08
Patent number
US09409866B2

Reaction notes

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