Methanol → HCID 70381823, compound

HRID 1762957Notes

Reaction equation

HRID 1762957 reaction equation
[CH3:1][O:2][CH2:3][O:4][C:5]([C:7]1[NH:8][C:9]2[C:14]([CH:15]=1)=[C:13]([C:16](=[O:30])[CH2:17][N:18](CC1C=CC=CC=1)[C:19]([CH3:22])([CH3:21])[CH3:20])[CH:12]=[CH:11][C:10]=2[O:31]CC1C=CC=CC=1)=[O:6].CO.O1CCCC1>C(O)(=O)C>[C:5]([OH:6])(=[O:4])[CH3:7].[CH3:1][O:2][CH2:3][O:4][C:5]([C:7]1[NH:8][C:9]2[C:14]([CH:15]=1)=[C:13]([CH:16]([OH:30])[CH2:17][NH:18][C:19]([CH3:20])([CH3:22])[CH3:21])[CH:12]=[CH:11][C:10]=2[OH:31])=[O:6]

Participants

5

Reactant 3

HCID 887MethanolHCID 8028TetrahydrofuranHCID 13243449HCID 13243449, compound

Product 1

HCID 70381823HCID 70381823, compoundYield 189.4%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

617 mg of 7-benzyloxy-4-(N-benzyl-N-tert-butylaminoacetyl)-2-indolecarboxylic acid methoxymethyl ester is combined with 10 ml of methanol, 40 ml of absolute tetrahydrofuran, and 0.3 ml of acetic acid and hydrogenated and worked up as described in Example 31(E), thus obtaining 450 mg of 7-hydroxy-4-(1-hydroxy-2-tert-butylaminoethyl)indole-2-carboxylic acid methoxymethyl ester acetate, decomposition point 165°-170° C.

Sources & evidence

ORD record
ord-6bf43d92fe1148cf9b6098bc35ca703d
Source dataset
uspto-grants-1989_05
Patent number
US04835175

Reaction notes

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