Piperidin-4-ol → HCID 19851807, compound

HRID 1607098Notes

Reaction equation

HRID 1607098 reaction equation
C1(C(C2C=CC=CC=2)(C2C=CC=CC=2)[NH:8][CH2:9][CH2:10][S:11][C:12](OC2C=CC([N+]([O-])=O)=CC=2)=[O:13])C=CC=CC=1.[OH:36][CH:37]1[CH2:42][CH2:41][NH:40][CH2:39][CH2:38]1>>[OH:36][CH:37]1[CH2:42][CH2:41][N:40]([C:12]([S:11][CH2:10][CH2:9][NH2:8])=[O:13])[CH2:39][CH2:38]1

Participants

3

Reactant 2

HCID 79341Piperidin-4-olHCID 15616513HCID 15616513, compound

Product 1

HCID 19851807HCID 19851807, compoundYield 146.3%

Procedure

N-triphenylmethyl-2-paranitrophenoxycarbonylthioethylamine (300 mg) and 4-hydroxypiperidine (219 mg) were subjected to similar reactions to those described in References 2 and 4 to give 2-(4-hydroxypiperidino)carbonylthioethylamine (crude formate: 185 mg) which was then dissolved in anhydrous methanol (3 ml). To the reaction solution were added triethylamine (515 μl) and mitomycin A (207 mg: 0.8 molar equivalent). The reaction solution was treated in a similar manner to that described in Example 1 to obtain Compound 43 (325 mg) in the form of grayish blue powders with a yield of 84%.

Sources & evidence

ORD record
ord-fe4c405adfed4ac5a2ee73c68bfe8ad5
Source dataset
uspto-grants-1989_09
Patent number
US04863935

Reaction notes

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