5-Methylisoxazole-3-carbonyl chloride → HCID 86636172, compound

HRID 541654Notes

Reaction equation

HRID 541654 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].C(O[C:20]([N:22]1[CH2:27][CH2:26][N:25]([CH2:28][C:29]([NH:31][C:32]2[CH:33]=[CH:34][C:35]3[NH:36][C:37]4[N:53]=[C:41]([NH:42][C:43]5[CH:44]=[CH:45][CH:46]=[C:47]([CH:52]=5)[CH2:48][CH2:49][C:50]=2[CH:51]=3)[N:40]=[CH:39][C:38]=4[Cl:54])=[O:30])[CH2:24][CH2:23]1)=[O:21])(C)(C)C.[CH3:55][C:56]1[O:60][N:59]=[C:58](C(Cl)=O)[CH:57]=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:54][C:38]1[CH:39]=[N:40][C:41]2[NH:42][C:43]3[CH:44]=[CH:45][CH:46]=[C:47]([CH:52]=3)[CH2:48][CH2:49][C:50]3[CH:51]=[C:35]([NH:36][C:37]=1[N:53]=2)[CH:34]=[CH:33][C:32]=3[NH:31][C:29](=[O:30])[CH2:28][N:25]1[CH2:26][CH2:27][N:22]([C:20]([C:58]2[CH:57]=[C:56]([CH3:55])[O:60][N:59]=2)=[O:21])[CH2:23][CH2:24]1

Participants

3

Reactant 2

HCID 27368945-Methylisoxazole-3-carbonyl chlorideHCID 86636173HCID 86636173, compound

Product 1

HCID 86636172HCID 86636172, compoundYield 56%

Procedure

The desired compound was prepared according to the procedure of Example A20, using tert-butyl-4-(2-[{6-chloro-2,4,8,22-tetraazatetracyclo[14.3.1.1(3,7).1(9,13)]docosa-1(20),3(22),4,6,9(21),10,12,16,18-nonaen-12-yl]amino}-2-oxoethyl)piperazine-1-carboxylate bis(trifluoroacetate) and 5-methylisoxazole-3-carbonyl chloride as starting materials in 56% yield. LCMS for C29H30ClN8O3 (M+H)+: m/z=573.2.

Sources & evidence

ORD record
ord-3789e7e5dc0b47c7a88e65e699bcbd9e
Source dataset
uspto-grants-2014_10
Patent number
US08871753B2

Reaction notes

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