Ammonia → N-{4-[4-(4-Benzyloxy-phenylamino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]-benzyl}-2-chloro-acetamide

HRID 133033Notes

Reaction equation

HRID 133033 reaction equation
[Cl:1][CH2:2][C:3]([NH:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[NH:30][C:16]3[N:17]=[CH:18][N:19]=[C:20]([NH:21][C@@H:22](C4C=CC=CC=4)[CH3:23])[C:15]=3[CH:14]=2)=[CH:9][CH:8]=1)=[O:4].N.ClCCl.[CH3:35][OH:36]>>[CH2:35]([O:36][C:14]1[CH:15]=[CH:16][C:22]([NH:21][C:20]2[C:15]3[CH:14]=[C:13]([C:10]4[CH:9]=[CH:8][C:7]([CH2:6][NH:5][C:3](=[O:4])[CH2:2][Cl:1])=[CH:12][CH:11]=4)[NH:30][C:16]=3[N:17]=[CH:18][N:19]=2)=[CH:23][CH:13]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 21226129Dichloromethane methanolHCID 691814682-Chloro-N-{4-[4-((R)-1-phenyl-ethylamino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]benzyl}-acetamide

Product 1

HCID 69180257N-{4-[4-(4-Benzyloxy-phenylamino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]-benzyl}-2-chloro-acetamide

Procedure

This compound is synthesized using an analogous sequence as described for 2-chloro-N-{4-[4-((R)-1-phenyl-ethylamino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]-benzyl}-acetamide (steps 40.4 to 40.6); Rf (dichloromethane/methanol/conc. ammonia 90:10:1)=0.40; MS-ES+: (M+H)+=498.

Workup

  1. customThis compound is synthesized

Sources & evidence

ORD record
ord-c2dd7106ff0c4959a2221094be5b3077
Source dataset
uspto-grants-2008_06
Patent number
US07390805B2

Reaction notes

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