2-Amino-4-thiazolecarboxylic acid hydrobromide → 2-{1-[(2-Amino-1,3-thiazol-4-yl)carbonyl]piperidin-4-yl}-N-[6-chloro-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-yl]acetamide tris(trifluoroacetate)
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:54]=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][C:45](=[O:53])[CH2:46][CH:47]1[CH2:52][CH2:51][NH:50][CH2:49][CH2:48]1.Br.[NH2:56][C:57]1[S:58][CH:59]=[C:60]([C:62](O)=[O:63])[N:61]=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].[NH2:56][C:57]1[S:58][CH:59]=[C:60]([C:62]([N:50]2[CH2:51][CH2:52][CH:47]([CH2:46][C:45]([NH:44][C:36]3[CH:37]=[CH:38][C:39]4[NH:40][C:41]5[N:42]=[C:26]([NH:27][C:28]6[CH:29]=[N:30][CH:31]=[C:32]([CH:54]=6)[CH2:33][CH2:34][C:35]=3[CH:43]=4)[N:25]=[CH:24][C:23]=5[Cl:22])=[O:53])[CH2:48][CH2:49]2)=[O:63])[N:61]=1Participants
3
Reactant 2
Product 1
Procedure
The desired compound was prepared according to the procedure of Example A27 using N-[6-chloro-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-yl]-2-piperidin-4-ylacetamide tris(trifluoroacetate) and 2-amino-1,3-thiazole-4-carboxylic acid hydrobromide as starting materials in 36% yield. LCMS for C28H29ClN9O2S (M+H)+: m/z=590.2.
Sources & evidence
- ORD record
- ord-dc25ff11fade44b6ae9a556764309de5
- Source dataset
- uspto-grants-2014_10
- Patent number
- US08871753B2
Reaction notes
Loading…