2-Amino-thiazole-5-carboxylic acid ethyl ester → 5-(Morpholinomethyl)thiazol-2-amine

Reaction equation

[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][C:8]2N=C(N)S[CH:12]=2)[CH2:3][CH2:2]1.[NH2:14][C:15]1[S:16]C(C(OCC)=O)=C[N:19]=1>>[O:1]1[CH2:2][CH2:3][N:4]([CH2:7][C:8]2[S:16][C:15]([NH2:19])=[N:14][CH:12]=2)[CH2:5][CH2:6]1

Participants

Reactant 2

HCID 3146282-Amino-thiazole-5-carboxylic acid ethyl ester

HCID 21253444-(Morpholin-4-ylmethyl)-1,3-thiazol-2-amine

Product 1

HCID 215251065-(Morpholinomethyl)thiazol-2-amine

Procedure

5-(morpholinomethyl)thiazol-2-amine 61 was prepared using the same synthetic sequence outlined above for 4-(morpholinomethyl)thiazol-2-amine employing ethyl 2-aminothiazole-5-carboxylate 60 as the starting material.

Sources & evidence

ORD record: ord-9e42ffb378d34c269b57ed97622cfe2f
Source dataset: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08846947B2

Reaction notes

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