2-Chloroaniline → HCID 86659332, compound

HRID 1260409Notes

Reaction equation

[NH2:1][C:2]1[N:7]=[C:6]([NH:8][C@H:9]2[CH2:13][C@@H:12]([CH2:14][OH:15])[C@H:11]([OH:16])[C@@H:10]2[OH:17])[C:5]([N:18]=[N:19]C2C=CC(Cl)=CC=2)=[C:4]([Cl:27])[N:3]=1.[Cl:28][C:29]1[CH:35]=[CH:34][CH:33]=[CH:32][C:30]=1N>>[NH2:1][C:2]1[N:7]=[C:6]([NH:8][C@H:9]2[CH2:13][C@@H:12]([CH2:14][OH:15])[C@H:11]([OH:16])[C@@H:10]2[OH:17])[C:5]([N:18]=[N:19][C:30]2[CH:32]=[CH:33][CH:34]=[CH:35][C:29]=2[Cl:28])=[C:4]([Cl:27])[N:3]=1

Participants

Reactant 2

HCID 72402-Chloroaniline

HCID 46178398HCID 46178398, compound

Product 1

HCID 86659332HCID 86659332, compound

Procedure

Compound 9, (1S,2R,3S,5S)-3-[[2-amino-6-chloro-5-[(2-chlorophenyl)azo]-4-pyrimidinyl]amino]-5-(hydroxymethyl)-1,2-cyclopentanediol was prepared by the same method used for Compound 11, using a stoichiometric amount of 2-chloroaniline instead of 4-chloroaniline.

Sources & evidence

ORD record: ord-e9a45cf4dddf452897266bcc40589bb5
Source dataset: uspto-grants-2013_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08470834B2

Reaction notes

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