1,3-Thiazole-2-carbonyl chloride → N-[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-11-yl]-1,3-thiazole-2-carboxamide Trifluoroacetate

HRID 541778

反応式

HRID 541778 の反応式
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].FC(F)(F)C(O)=O.[Cl:15][C:16]1[CH:17]=[N:18][C:19]2[NH:20][C:21]3[CH:22]=[CH:23][CH:24]=[C:25]([CH:38]=3)[CH2:26][CH2:27][C:28]3[CH:36]=[C:32]([NH:33][C:34]=1[N:35]=2)[CH:31]=[C:30]([NH2:37])[CH:29]=3.[S:39]1[CH:43]=[CH:42][N:41]=[C:40]1[C:44](Cl)=[O:45]>>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[Cl:15][C:16]1[CH:17]=[N:18][C:19]2[NH:20][C:21]3[CH:22]=[CH:23][CH:24]=[C:25]([CH:38]=3)[CH2:26][CH2:27][C:28]3[CH:36]=[C:32]([NH:33][C:34]=1[N:35]=2)[CH:31]=[C:30]([NH:37][C:44]([C:40]1[S:39][CH:43]=[CH:42][N:41]=1)=[O:45])[CH:29]=3

参加物

3

反応物 2

HCID 27952111,3-Thiazole-2-carbonyl chlorideHCID 866362556-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-11-amine bis(trifluoroacetate)

生成物 1

HCID 69014747N-[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-11-yl]-1,3-thiazole-2-carboxamide Trifluoroacetate収率 37%

実験手順

The desired compound was prepared according to the procedure of Example B26, using 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-11-amine bis(trifluoroacetate) and 1,3-thiazole-2-carbonyl chloride as the starting materials in 37% yield. LCMS for C22H18ClN6OS (M+H)+: m/z=449.2. 1H NMR (400 MHz, DMSO-d6): δ 10.67 (s, 1H), 9.57 (m, 2H), 8.13 (s, 1H), 8.07 (m, 2H), 7.84 (m, 1H), 7.60 (m, 1H), 7.45 (m, 1H), 7.40 (m, 1H), 7.07 (dd, 1H), 6.85 (m, 2H), 2.84 (m, 4H).

出典と根拠

ORDレコード
ord-5ec8ade45bcc4e5b975185f49bce4c86
出典データセット
uspto-grants-2014_10
特許番号
US08871753B2

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