Ammonia → N-[1-(2-aminoethyl)-4-piperidinyl]-3-(2-pyridinylmethyl)-3H-imidazo[4,5-b]pyridin-2-amine

HRID 845778ノート

反応式

HRID 845778 の反応式
Cl.FC1C=CC(CNC2C=NC=CC=2[N+]([O-])=O)=CC=1.[N:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[CH2:26][N:27]1[C:31]2=[N:32][CH:33]=[CH:34][CH:35]=[C:30]2[N:29]=[C:28]1[NH:36][CH:37]1[CH2:42][CH2:41][N:40]([CH2:43][C:44]#[N:45])[CH2:39][CH2:38]1.N.[H][H]>[Ni].CO>[NH2:45][CH2:44][CH2:43][N:40]1[CH2:39][CH2:38][CH:37]([NH:36][C:28]2[N:27]([CH2:26][C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][N:20]=3)[C:31]3=[N:32][CH:33]=[CH:34][CH:35]=[C:30]3[N:29]=2)[CH2:42][CH2:41]1

参加物

7

反応物 4

HCID 222AmmoniaHCID 135880184-[[3-(2-pyridinylmethyl)-3H-imidazo[4,5-b]pyridin-2-yl]amino]-1-piperidineacetonitrileHCID 15614715HCID 15614715、化合物HCID 178418361HCID 178418361、化合物

生成物 1

HCID 13588073N-[1-(2-aminoethyl)-4-piperidinyl]-3-(2-pyridinylmethyl)-3H-imidazo[4,5-b]pyridin-2-amine収率 90%

試薬・触媒・溶媒 2

HCID 935Nickel触媒HCID 887Methanol溶媒

実験手順

A mixture of 17 parts of 4-[[3-(2-pyridinylmethyl)-3H-imidazo[4,5-b]pyridin-2-yl]amino]-1-piperidineacetonitrile and 400 parts of methanol, saturated with ammonia, was hydrogenated at normal pressure and at room temperature with 3 parts of Raney-nickel catalyst. After the calculated amount of hydrogen was taken up, the catalyst was filtered off and the filtrate was evaporated. The residue was crystallized from acetonitrile, yielding 15 parts (90%) of N-[1-(2-aminoethyl)-4-piperidinyl]-3-(2-pyridinylmethyl)-3H-imidazo[4,5-b]pyridin-2-amine; mp. 151.1° C. (intermediate 102).

後処理

  1. filtrationthe catalyst was filtered off
  2. customthe filtrate was evaporated
  3. customThe residue was crystallized from acetonitrile

出典と根拠

ORDレコード
ord-85c00a7f55b94243b5ee40c6c3cd8c37
出典データセット
uspto-grants-1988_07
特許番号
US04760074

反応ノート

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