5-Methylisoxazole-3-carbonyl chloride → HCID 86636345, compound

HRID 542002Notes

Reaction equation

HRID 542002 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].[F:15][C:16]([F:21])([F:20])[C:17]([OH:19])=[O:18].[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:51]=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[NH:44][CH:45]1[CH2:50][CH2:49][NH:48][CH2:47][CH2:46]1.[CH3:52][C:53]1[O:57][N:56]=[C:55]([C:58](Cl)=[O:59])[CH:54]=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].[F:15][C:16]([F:21])([F:20])[C:17]([OH:19])=[O:18].[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:51]=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[NH:44][CH:45]1[CH2:46][CH2:47][N:48]([C:58]([C:55]2[CH:54]=[C:53]([CH3:52])[O:57][N:56]=2)=[O:59])[CH2:49][CH2:50]1

Participants

3

Reactant 2

HCID 27368945-Methylisoxazole-3-carbonyl chlorideHCID 86636343HCID 86636343, compound

Product 1

HCID 86636345HCID 86636345, compoundYield 52%

Procedure

The desired compound was prepared according to the procedure of Example D94 using 6-chloro-N-piperidin-4-yl-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-nonaen-12-amine tris(trifluoroacetate) and 5-methylisoxazole-3-carbonyl chloride as the starting materials in 52% yield. LCMS for C27H28ClN8O2 (M+H)+: m/z=531.2.

Sources & evidence

ORD record
ord-ba0506088a4c44629061c9415d28783e
Source dataset
uspto-grants-2014_10
Patent number
US08871753B2

Reaction notes

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