Hydrochloric Acid → HCID 178508605, compound

HRID 2052991Notes

Reaction equation

HRID 2052991 reaction equation
C[O:2][C:3]([C@H:5]1[CH2:8][C@@H:7]([N:9]2[C:13]3[N:14]=[CH:15][N:16]=[C:17]([NH2:18])[C:12]=3[C:11]([C:19]3[CH:24]=[CH:23][CH:22]=[C:21]([O:25][CH2:26][C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)[CH:20]=3)=[CH:10]2)[CH2:6]1)=[O:4].Cl>C1COCC1>[NH2:18][C:17]1[C:12]2[C:11]([C:19]3[CH:24]=[CH:23][CH:22]=[C:21]([O:25][CH2:26][C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)[CH:20]=3)=[CH:10][N:9]([C@@H:7]3[CH2:6][C@H:5]([C:3]([OH:4])=[O:2])[CH2:8]3)[C:13]=2[N:14]=[CH:15][N:16]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178501314HCID 178501314, compound

Product 1

HCID 178508605HCID 178508605, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

0.1 g (0.23 mmol) of cis-3-[4-amino-5-(3-benzyloxy-phenyl)-pyrrolo[2,3-d]pyrimidin-7-yl]-cyclobutanecarboxylic acid methyl ester are dissolved in 1.8 ml of THF/1 M LiOH (1:1, v/v). After stirring at RT for 15 min, the pH of the solution is adjusted to pH=6 with 2N HCl and cis-3-[4-amino-5-(3-benzyloxy-phenyl)-pyrrolo[2,3-d]pyrimidin-7-yl]-cyclobutanecarboxylic acid is obtained by filtering the suspension. Analytical HPLC: tR=6.61 min (Grad 2); ES-MS: m/eo=415.0.

Sources & evidence

ORD record
ord-0aac30a8af6a4d088129e662374e9148
Source dataset
uspto-grants-2008_02
Patent number
US07326699B2

Reaction notes

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