5-Methylisoxazole-3-carbonyl chloride → HCID 86636388, compound

HRID 542058Notes

Reaction equation

HRID 542058 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[F:8][C:9]([F:14])([F:13])[C:10]([OH:12])=[O:11].FC(F)(F)C(O)=O.[Cl:22][C:23]1[CH:24]=[N:25][C:26]2[NH:27][C:28]3[CH:29]=[N:30][CH:31]=[C:32]([CH:52]=3)[CH2:33][CH2:34][C:35]3[CH:43]=[C:39]([NH:40][C:41]=1[N:42]=2)[CH:38]=[CH:37][C:36]=3[O:44][CH2:45][CH:46]1[CH2:51][CH2:50][NH:49][CH2:48][CH2:47]1.[CH3:53][C:54]1[O:58][N:57]=[C:56]([C:59](Cl)=[O:60])[CH:55]=1>>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[F:8][C:9]([F:14])([F:13])[C:10]([OH:12])=[O:11].[Cl:22][C:23]1[CH:24]=[N:25][C:26]2[NH:27][C:28]3[CH:29]=[N:30][CH:31]=[C:32]([CH:52]=3)[CH2:33][CH2:34][C:35]3[CH:43]=[C:39]([NH:40][C:41]=1[N:42]=2)[CH:38]=[CH:37][C:36]=3[O:44][CH2:45][CH:46]1[CH2:51][CH2:50][N:49]([C:59]([C:56]2[CH:55]=[C:54]([CH3:53])[O:58][N:57]=2)=[O:60])[CH2:48][CH2:47]1

Participants

3

Reactant 2

HCID 27368945-Methylisoxazole-3-carbonyl chlorideHCID 86636389HCID 86636389, compound

Product 1

HCID 86636388HCID 86636388, compoundYield 60%

Procedure

The desired compound was prepared according to the procedure of Example D94 using 6-chloro-12-(piperidin-4-ylmethoxy)-2,4,8,18,22-pentaazatetracyclo[14.3.1.1(3,7).1(9,13)]docosa-1(20),3(22),4,6,9(21),10,12,16,18-nonaene tris(trifluoroacetate) and 5-methylisoxazole-3-carbonyl chloride as the starting materials in 60% yield. LCMS for C28H29ClN7O3 (M+H)+: m/z=546.2.

Sources & evidence

ORD record
ord-872e0532789a45258b54b37e6d14ddb4
Source dataset
uspto-grants-2014_10
Patent number
US08871753B2

Reaction notes

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