Diisopropylethylamine → HCID 178481749、化合物

HRID 246328ノート

反応式

HRID 246328 の反応式
[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:12]3[N:13]=[C:14]4[C:20]([C:21]([OH:23])=O)=[CH:19][N:18]([CH2:24][O:25][CH2:26][CH2:27][Si:28]([CH3:31])([CH3:30])[CH3:29])[C:15]4=[N:16][CH:17]=3)=[N:7][N:8]2[CH3:11])=[CH:4][CH:3]=1.[NH2:32][C@@H:33]1[CH2:36][C@H:35]([NH:37][C:38](=[O:44])[O:39][C:40]([CH3:43])([CH3:42])[CH3:41])[CH2:34]1.C(N(CC)C(C)C)(C)C.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>O.CN(C=O)C>[C:40]([O:39][C:38](=[O:44])[NH:37][C@H:35]1[CH2:36][C@@H:33]([NH:32][C:21]([C:20]2[C:14]3[C:15](=[N:16][CH:17]=[C:12]([C:6]4[C:5]5[C:9](=[CH:10][C:2]([F:1])=[CH:3][CH:4]=5)[N:8]([CH3:11])[N:7]=4)[N:13]=3)[N:18]([CH2:24][O:25][CH2:26][CH2:27][Si:28]([CH3:31])([CH3:29])[CH3:30])[CH:19]=2)=[O:23])[CH2:34]1)([CH3:43])([CH3:41])[CH3:42]

参加物

7

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 712796202-(6-fluoro-1-methyl-1H-indazol-3-yl)-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acidHCID 178454110HCID 178454110、化合物

生成物 1

HCID 178481749HCID 178481749、化合物収率 95.1%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

A round-bottomed flask was charged with 2-(6-fluoro-1-methyl-1H-indazol-3-yl)-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid (110 mg, 0.25 mmol) and cis-tert-butyl 3-aminocyclobutylcarbamate (65 mg, 0.35 mmol). Then DMF (1.2 ml) was added followed by N,N-diisopropylethylamine (0.12 ml, 0.69 mmol) and HATU (104 mg, 0.27 mmol). The yellow reaction mixture was stirred at room temperature overnight then water and petroleum ether were added. The suspension was filtered and the solids were washed with water and a little petroleum ether. The product collected was dried under high vacuum to afford 145 mg (95%) of (cis-3-{[2-(6-fluoro-1-methyl-1H-indazol-3-yl)-5-(2-trimethylsilanylethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carbonyl]-amino}-cyclobutyl)-carbamic acid tert-butyl ester as an off-white powder.

後処理

  1. filtrationThe suspension was filtered
  2. washthe solids were washed with water
  3. customThe product collected
  4. customwas dried under high vacuum

出典と根拠

ORDレコード
ord-792212c473124267a6a6c9e44125841c
出典データセット
uspto-grants-2014_02
特許番号
US08658646B2

反応ノート

読み込み中…