Triethylamine → 2-Methylpentane

HRID 471071ノート

反応式

HRID 471071 の反応式
CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[C:25]([C:29]1[S:30][CH:31]=[C:32]([C:34]([OH:36])=O)[N:33]=1)([CH3:28])([CH3:27])[CH3:26].[Si:37]([O:44][CH2:45][CH2:46][C:47]1[CH:48]=[C:49]([CH2:52][N:53]2[CH2:63][CH2:62][C:56]3([O:61][CH2:60][CH2:59][NH:58][CH2:57]3)[CH2:55][CH2:54]2)[S:50][CH:51]=1)([C:40]([CH3:43])([CH3:42])[CH3:41])([CH3:39])[CH3:38].C(N(CC)CC)C>CN(C=O)C>[CH3:52][CH2:49][CH2:48][CH:47]([CH3:51])[CH3:46].[Si:37]([O:44][CH2:45][CH2:46][C:47]1[CH:48]=[C:49]([CH2:52][N:53]2[CH2:63][CH2:62][C:56]3([O:61][CH2:60][CH2:59][N:58]([C:34]([C:32]4[N:33]=[C:29]([C:25]([CH3:26])([CH3:27])[CH3:28])[S:30][CH:31]=4)=[O:36])[CH2:57]3)[CH2:55][CH2:54]2)[S:50][CH:51]=1)([C:40]([CH3:41])([CH3:42])[CH3:43])([CH3:39])[CH3:38]

参加物

7

反応物 4

HCID 8471TriethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 288755552-Tert-butyl-1,3-thiazole-4-carboxylic acidHCID 579891139-((4-(2-(tert-Butyldimethylsilyloxy)ethyl)thiophen-2-yl)methyl)-1-oxa-4,9-diazaspiro[5.5]undecane

生成物 2

HCID 78922-MethylpentaneHCID 57989351(9-((4-(2-(Tert-butyldimethylsilyloxy)ethyl)thiophen-2-yl)methyl)-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)(2-tert-butylthiazol-4-yl)methanone

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

HATU (0.306 g) was added to stirred solution of 2-tert-butylthiazole-4-carboxylic acid (0.16 g), 9-((4-(2-(tert-butyldimethylsilyloxy)ethyl)thiophen-2-yl)methyl)-1-oxa-4,9-diazaspiro[5.5]undecane (example 43, step b) (0.300 g) and triethylamine (0.41 mL) in DMF (3 mL). After 1 h, the reaction mixture was partitioned between water and ethyl acetate. The ethyl acetate layer was washed twice with water and brine, dried over magnesium sulphate, filtered and evaporated in vacuo. Purification by silica gel chromatography eluting with ethyl acetate:isohexane:triethylamine, 12:90:10 gave the subtitled compound as a gum. Yield 0.3 g.

後処理

  1. customthe reaction mixture was partitioned between water and ethyl acetate
  2. washThe ethyl acetate layer was washed twice with water and brine
  3. dry with materialdried over magnesium sulphate
  4. filtrationfiltered
  5. customevaporated in vacuo
  6. customPurification by silica gel chromatography
  7. washeluting with ethyl acetate

出典と根拠

ORDレコード
ord-5ee7b2a08ed94c7682043301594e4b1b
出典データセット
uspto-grants-2014_01
特許番号
US08629271B2

反応ノート

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