Ammonia → 3-(2-Amino-2-oxoethyl)-N-{2,4-dimethyl-5-[6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]-phenyl}-5-(pentafluoro-lambda6-sulphanyl)benzamide

HRID 1055762ノート

反応式

HRID 1055762 の反応式
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([N:9]2[C:16]3[N:12]([N:13]=[C:14]([C:17]4[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=4)[CH:15]=3)[CH:11]=[CH:10]2)=[CH:4][C:3]=1[NH:23][C:24]([C:26]1[CH:27]=[C:28]([CH2:38][C:39](O)=[O:40])[CH:29]=[C:30]([S:32]([F:37])([F:36])([F:35])([F:34])[F:33])[CH:31]=1)=[O:25].C[N:43](C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(CC)C(C)C)(C)C.N.CCCCC.C(OC(C)C)(C)C>CN(C=O)C.C1COCC1>[NH2:43][C:39](=[O:40])[CH2:38][C:28]1[CH:27]=[C:26]([CH:31]=[C:30]([S:32]([F:36])([F:37])([F:34])([F:33])[F:35])[CH:29]=1)[C:24]([NH:23][C:3]1[CH:4]=[C:5]([N:9]2[C:16]3[N:12]([N:13]=[C:14]([C:17]4[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=4)[CH:15]=3)[CH:11]=[CH:10]2)[C:6]([CH3:8])=[CH:7][C:2]=1[CH3:1])=[O:25]

参加物

8

反応物 5

HCID 222AmmoniaHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 71667103[3-({2,4-Dimethyl-5-[6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]phenyl}carbamoyl)-5-(pentafluoro-lambda6-sulphanyl)phenyl]acetic acidHCID 86614970Diisopropyl ether pentane

生成物 1

HCID 896997003-(2-Amino-2-oxoethyl)-N-{2,4-dimethyl-5-[6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]-phenyl}-5-(pentafluoro-lambda6-sulphanyl)benzamide

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

85 mg (0.128 mmol) of the compound of Example 151 and 58 mg (0.154 mmol) of HATU were initially charged in 2 ml of DMF, and 67 μl (0.384 mmol) of N,N-diisopropylethylamine and 1.3 ml (0.640 mmol) of a 0.5 M solution of ammonia in THF were then added. After the reaction mixture had been stirred at RT for about 16 h, the entire mixture was separated into its components by preparative HPLC (Method 36). The product fractions were combined and concentrated to dryness on a rotary evaporator. For further purification, the product was triturated for 10 min at RT with a few ml of pentane/diisopropyl ether 4:1. The solid was separated off and dried under high vacuum. This gave 9 mg (11% of theory, 95% pure) of the title compound.

後処理

  1. customthe entire mixture was separated into its components by preparative HPLC (Method 36)
  2. concentrationconcentrated to dryness on a rotary evaporator
  3. customFor further purification
  4. customThe solid was separated off
  5. customdried under high vacuum

出典と根拠

ORDレコード
ord-a5fb340129ec441fb99f94e5b08e24cf
出典データセット
uspto-grants-2016_07
特許番号
US09394309B2

反応ノート

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