3-Amino-4-chloroindazole → 1-(3-Pyrrolidinopropyl)-3-amino-5-chloroindazole

HRID 580162Notes

Reaction equation

HRID 580162 reaction equation
[CH2:1]([N:3]([CH2:18][CH3:19])[CH2:4][CH2:5][CH2:6][N:7]1[C:15]2[C:10](=[C:11](Cl)[CH:12]=[CH:13][CH:14]=2)[C:9]([NH2:17])=[N:8]1)[CH3:2].Br.BrCCCN1CCCC1.NC1C2C(=CC=C([Cl:40])C=2)NN=1.Br.BrCCCN(CC)CC.NC1C2C(=CC=CC=2Cl)NN=1>>[N:3]1([CH2:4][CH2:5][CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([Cl:40])=[CH:13][CH:14]=3)[C:9]([NH2:17])=[N:8]2)[CH2:18][CH2:19][CH2:2][CH2:1]1

Participants

6

Reactant 5

HCID 3134443-Amino-4-chloroindazoleHCID 12639158(3-Bromopropyl)diethylamine hydrobromideHCID 132293251-(3-Diethylaminopropyl)-3-amino-4-chloroindazoleHCID 201359201-(3-Bromopropyl)pyrrolidine hydrobromideHCID 215161643-Amino-5-chloro-1h-indazole

Product 1

HCID 201358401-(3-Pyrrolidinopropyl)-3-amino-5-chloroindazole

Procedure

The same procedures for preparing 1-(3-diethylaminopropyl)-3-amino-4-chloroindazole as described in Example 89 were repeated except that 4.78 g of 3-bromopropylpyrrolidine hydrobromide and 5.66 g of 3-amino-5-chloroindazole were employed instead of the 3-bromopropyldiethylamine hydrobromide and the 3-amino-4-chloroindazole, respectively. As a result, 4.98 g of 1-(3-pyrrolidinopropyl)-3-amino-5-chloroindazole was obtained.

Sources & evidence

ORD record
ord-e7b8ba9c7f8c4d2a809848b00a91b1c1
Source dataset
uspto-grants-1988_06
Patent number
US04751302

Reaction notes

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