Ethyl 2-amino-1,3-oxazole-4-carboxylate → HCID 86645945, compound

HRID 1095885Notes

Reaction equation

HRID 1095885 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[CH:11]([CH3:25])[C:12]([C:18]1[CH:23]=[CH:22][N:21]=[C:20]([Cl:24])[CH:19]=1)([OH:17])[C:13]([F:16])([F:15])[F:14])[C:5](O)=[O:6].[CH2:26]([O:28][C:29]([C:31]1[N:32]=[C:33]([NH2:36])[O:34][CH:35]=1)=[O:30])[CH3:27].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>>[CH2:26]([O:28][C:29]([C:31]1[N:32]=[C:33]([NH:36][C:5](=[O:6])[C:4]2[CH:8]=[CH:9][C:10]([CH:11]([CH3:25])[C:12]([C:18]3[CH:23]=[CH:22][N:21]=[C:20]([Cl:24])[CH:19]=3)([OH:17])[C:13]([F:14])([F:15])[F:16])=[C:2]([Cl:1])[CH:3]=2)[O:34][CH:35]=1)=[O:30])[CH3:27]

Participants

4

Reactant 3

HCID 319549Ethyl 2-amino-1,3-oxazole-4-carboxylateHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 574212683-Chloro-4-[2-(2-chloro-pyridin-4-yl)-3,3,3-trifluoro-2-hydroxy-1-methyl-propyl]-benzoic acid

Product 1

HCID 86645945HCID 86645945, compound

Procedure

In analogy to Example 26, step 4, 3-chloro-4-[2-(2-chloro-pyridin-4-yl)-3,3,3-trifluoro-2-hydroxy-1-methyl-propyl]-benzoic acid (Example 26, step 3), was reacted with 2-aminooxazol-4-carboxylic acid ethylester and HBTU at r.t. 17 h to give the title compound as a white solid. MS (m/e)=532.3 [M+H+].

Sources & evidence

ORD record
ord-c99002d471a747fc818f0b6ac3818b13
Source dataset
uspto-grants-2012_03
Patent number
US08138189B2

Reaction notes

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