Ammonia → HCID 66628688、化合物

HRID 2200990ノート

反応式

HRID 2200990 の反応式
C[N:2](C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(CC)CC)C.[C:32]([C:34]1[C@@H:39]([C:40]2[CH:45]=[CH:44][C:43]([C:46]#[N:47])=[CH:42][CH:41]=2)[N:38]2[N:48]=[C:49]([NH:51][CH2:52][C:53](O)=[O:54])[N:50]=[C:37]2[N:36]([C:56]2[CH:61]=[CH:60][CH:59]=[C:58]([C:62]([F:65])([F:64])[F:63])[CH:57]=2)[C:35]=1[CH3:66])#[N:33].N.O1CCOCC1>CN(C=O)C>[C:32]([C:34]1[C@@H:39]([C:40]2[CH:45]=[CH:44][C:43]([C:46]#[N:47])=[CH:42][CH:41]=2)[N:38]2[N:48]=[C:49]([NH:51][CH2:52][C:53]([NH2:2])=[O:54])[N:50]=[C:37]2[N:36]([C:56]2[CH:61]=[CH:60][CH:59]=[C:58]([C:62]([F:65])([F:63])[F:64])[CH:57]=2)[C:35]=1[CH3:66])#[N:33]

参加物

7

反応物 5

HCID 222AmmoniaHCID 8471TriethylamineHCID 312751,4-DioxaneHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 66628192HCID 66628192、化合物

生成物 1

HCID 66628688HCID 66628688、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
0 °C

実験手順

Under an atmosphere of argon protective gas and at 0° C., HATU (25 mg, 66 μmol, 3 eq.) and triethylamine (11 mg, 110 μmol, 5 eq.) were added to a solution of N-{(7R)-6-cyano-7-(4-cyanophenyl)-5-methyl-4-[3-(trifluoromethyl)phenyl]-4,7-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-2-yl}glycine (10.5 mg, 22 μmol) in DMF (1 ml). After the reaction mixture has thawed to RT, it was once more cooled to 0° C., and a 0.5 M solution of ammonia in dioxane (0.44 ml, 219 μmol, 10 eq.) was then added. The mixture was stirred for 2 h, during which time it gradually warmed to RT. The reaction mixture was then concentrated under reduced pressure and the residue was purified by preparative HPLC (Kromasil C18 column, 50×20 mm; mobile phase: acetonitrile-water-0.1% TFA). After lyophilization, the product was obtained as a solid (9.2 mg, 88% of theory).

後処理

  1. customhas thawed to RT
  2. temperaturegradually warmed to RT
  3. concentrationThe reaction mixture was then concentrated under reduced pressure
  4. customthe residue was purified by preparative HPLC (Kromasil C18 column, 50×20 mm; mobile phase: acetonitrile-water-0.1% TFA)
  5. customAfter lyophilization, the product was obtained as a solid (9.2 mg, 88% of theory)

出典と根拠

ORDレコード
ord-d43bbed047ad498ebc245db62556e6a1
出典データセット
uspto-grants-2016_06
特許番号
US09359362B2

反応ノート

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