Hydrazine hydrate (1:1) → {4-[(R)-2-(naphthalen-1-yloxymethyl)pyrrolidin1-yl]pyrimidin-2-yl}hydrazine

HRID 1036167Notes

Reaction equation

HRID 1036167 reaction equation
Cl[C:2]1[N:7]=[C:6]([N:8]2[CH2:12][CH2:11][CH2:10][C@@H:9]2[CH2:13][O:14][C:15]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH:18]=[CH:17][CH:16]=2)[CH:5]=[CH:4][N:3]=1.O.[NH2:26][NH2:27]>>[C:15]1([O:14][CH2:13][C@H:9]2[CH2:10][CH2:11][CH2:12][N:8]2[C:6]2[CH:5]=[CH:4][N:3]=[C:2]([NH:26][NH2:27])[N:7]=2)[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:18]=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 497661942-chloro-4-[(R)-2-(naphthalen-1-yloxymethyl)pyrrolidin-1-yl]pyrimidine

Product 1

HCID 49766195{4-[(R)-2-(naphthalen-1-yloxymethyl)pyrrolidin1-yl]pyrimidin-2-yl}hydrazineYield 88.7%

Procedure

480 mg of 2-chloro-4-[(R)-2-(naphthalen-1-yloxymethyl)pyrrolidin1-yl]pyrimidine are warmed at 80° C. for 6 h with 5 g of hydrazine hydrate, giving 420 mg of {4-[(R)-2-(naphthalen-1-yloxymethyl)pyrrolidin1-yl]pyrimidin-2-yl}hydrazine;

Sources & evidence

ORD record
ord-7b36b2f1684d4ef9b0a9d31c75667c9d
Source dataset
uspto-grants-2013_10
Patent number
US08546406B2

Reaction notes

Loading…