Methylamine → N-[4-(methylthio)thieno[2,3-d]pyrimidin-6-ylmethylidene]methanamine

HRID 32521Notes

Reaction equation

HRID 32521 reaction equation
COC1C=C(C=CC=1OC)[CH2:6][N:7]=[CH:8][C:9]1[S:17][C:12]2[N:13]=[CH:14][N:15]=[CH:16][C:11]=2[CH:10]=1.[CH3:23][S:24]C1C2C=C(C=O)SC=2N=CN=1.N1C2SC(C=O)=CC=2C=NC=1.CN>>[CH3:23][S:24][C:16]1[C:11]2[CH:10]=[C:9]([CH:8]=[N:7][CH3:6])[S:17][C:12]=2[N:13]=[CH:14][N:15]=1

Participants

5

Reactant 4

HCID 6329MethylamineHCID 17965764N-(3,4-dimethoxybenzyl)-N-[thieno[2,3-d]pyrimidin-6-ylmethylidene]amineHCID 17965793Thieno[2,3-d]pyrimidine-6-carbaldehydeHCID 179658594-(Methylthio)thieno[2,3-d]pyrimidine-6-carbaldehyde2×

Product 1

HCID 69059019N-[4-(methylthio)thieno[2,3-d]pyrimidin-6-ylmethylidene]methanamine

Procedure

The title compound was prepared by a similar process to that described for Intermediate 14 but using 4-(methylthio)thieno[2,3-d]pyrimidine-6-carbaldehyde (Intermediate 15) in place of thieno[2,3-d]pyrimidine-6-carbaldehyde (intermediate 13) and methylamine (33% in methylated spirits) in place of 3,4-dimethoxybenzylamine. Colourless solid (73 mg, 98%);

Sources & evidence

ORD record
ord-c99c30271d41447d99271ac7db44687b
Source dataset
uspto-grants-2008_09
Patent number
US07427616B2

Reaction notes

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