Diisopropylethylamine → HCID 178490990、化合物

HRID 2200909

反応式

HRID 2200909 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:23]=[CH:24][C:25]=1[O:26][CH3:27])[CH2:5][NH:6][C:7]1[C:12]([C:13]([OH:15])=O)=[CH:11][N:10]=[C:9]([N:16]2[CH2:20][CH2:19][CH2:18][C@H:17]2[CH2:21][OH:22])[N:8]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.[NH2:61][C@H:62]1[CH2:67][CH2:66][C@H:65]([OH:68])[CH2:64][CH2:63]1>CN(C=O)C.O.C(OCC)(=O)C>[OH:68][C@H:65]1[CH2:66][CH2:67][C@H:62]([NH:61][C:13]([C:12]2[C:7]([NH:6][CH2:5][C:4]3[CH:23]=[CH:24][C:25]([O:26][CH3:27])=[C:2]([Cl:1])[CH:3]=3)=[N:8][C:9]([N:16]3[CH2:20][CH2:19][CH2:18][C@H:17]3[CH2:21][OH:22])=[N:10][CH:11]=2)=[O:15])[CH2:63][CH2:64]1

参加物

8

反応物 4

HCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 671193354-[(3-Chloro-4-methoxybenzyl)amino]-2-[(2S)-2-(hydroxymethyl)-pyrrolidin-1-yl]pyrimidine-5-carboxylic acidHCID 178511715HCID 178511715、化合物

生成物 1

HCID 178490990HCID 178490990、化合物収率 31%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

In DMF (20 mL) was dissolved (s)-4-((3-chloro-4-methoxybenzyl)amino)-2-(2-(hydroxymethyl)tetrahydropyrrole-1-yl)-5-pyrimidine carboxylic acid (3.9 g, 10 mmol). The solution was cooled in an ice bath. HATU (5.67 g, 15 mmol) and DIPEA (1.93 g, 15 mmol) were added. After 20 min, trans-4-aminocyclohexanol (1.39 g, 12 mmol) was added in batches. The reaction was conducted overnight. LC-MS was used to monitor the reaction. Ethyl acetate (50 mL) and water (50 mL) were added. The separate aqueous phase was washed with ethyl acetate twice. The organic phase was combined, dried, concentrated and purified by silica gel column chromatography (VDCM:VMeOH=15:1) to give the product (1.5 g, 31% yield).

後処理

  1. temperatureThe solution was cooled in an ice bath
  2. waitThe reaction was conducted overnight
  3. customthe reaction
  4. washThe separate aqueous phase was washed with ethyl acetate twice
  5. customdried
  6. concentrationconcentrated
  7. custompurified by silica gel column chromatography (VDCM:VMeOH=15:1)

出典と根拠

ORDレコード
ord-8e0f3bded7454bd69dfe3fd8298ea41a
出典データセット
uspto-grants-2016_06
特許番号
US09359371B2

関連ノート

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